diff --git a/README.md b/README.md
index 8f5662ff..8b5b6fed 100644
--- a/README.md
+++ b/README.md
@@ -276,6 +276,8 @@ These are currently used to find a minimum energy conformation of a molecule.
 |`OpenFF Iodine Fragment Opt v1.0` | [2024-09-10-OpenFF-Iodine-Fragment-Opt-v1.0](https://github.com/openforcefield/qca-dataset-submission/tree/master/submissions/2024-09-10-OpenFF-Iodine-Fragment-Opt-v1.0) | B3LYP-D3BJ/DZVP optimized conformers for a variety of I-containing fragment molecules | C, O, I, S, F, Br, Cl, N, H ||
 | `OpenFF Sulfur Optimization Training Coverage Supplement v1.0` | [2024-09-11-OpenFF-Sulfur-Optimization-Training-Coverage-Supplement-v1.0](https://github.com/openforcefield/qca-dataset-submission/tree/master/submissions/2024-09-11-OpenFF-Sulfur-Optimization-Training-Coverage-Supplement-v1.0) | Additional optimization training data for Sage sulfur and phosphorus parameters | C, S, F, O, H, Cl, Br, P, N | |
 | `OpenFF Sulfur Optimization Benchmarking Coverage Supplement v1.0` | [2024-09-18-OpenFF-Sulfur-Optimization-Benchmarking-Coverage-Supplement-v1.0](https://github.com/openforcefield/qca-dataset-submission/tree/master/submissions/2024-09-18-OpenFF-Sulfur-Optimization-Benchmarking-Coverage-Supplement-v1.0) | Additional optimization benchmarking data for Sage sulfur and phosphorus parameters | S, P, Cl, C, N, O, H, Br, F | |
+| `OpenFF Lipid Optimization Training Supplement v1.0` | [2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0](https://github.com/openforcefield/qca-dataset-submission/tree/master/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0) | Additional optimization training data for Sage from representative LIPID MAPS fragments | I, Br, O, H, P, C, N, Cl, F, S | |
+
 
 # TorsionDrive Datasets
 These are currently used perform a complete rotation of one or more selected bonds, where optimizations are performed over a discrete set of angles.
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/README.md b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/README.md
new file mode 100644
index 00000000..efd2e1fa
--- /dev/null
+++ b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/README.md
@@ -0,0 +1,67 @@
+# OpenFF Lipid Optimization Training Supplement v1.0
+
+## Description
+
+An optimization data set created to improve the training coverage of lipid-like
+molecules in Sage. The molecules in this data set were selected from the [LIPID
+MAPS](https://www.lipidmaps.org/) database via
+[cura](https://github.com/ntBre/curato/tree/6039bea5c64f8cd6b374fd12b5fa3b355898d98b)
+after being fragmented by the [XFF
+fragmentation](https://github.com/XtalPi-XFF/2023_XFF_paper/tree/b84ef6079d24ebd2e86f78a495e3257b375255fa/fragmentation)
+algorithm, clustered on the 2048-bit, radius-3 Morgan fingerprint from RDKit by
+the `LeaderPicker.LazyBitVectorPick` algorithm, also from RDKit, with a distance
+threshold of 0.6559. Placeholder dummy atoms in the fragments were generally
+filled with H atoms, and `S(=O)(=O)*` groups were replaced with `S(=O)([O-])`.
+The candidate fragments were further restricted to those with between 3 and 70
+heavy atoms and containing only the elements Cl, P, Br, I, H, C, O, N, F, and S.
+Candidates with InChIKeys matching existing Sage training or benchmarking data
+were also filtered out.
+
+## General Information
+
+* Date: 2024-10-08
+* Class: OpenFF Optimization Dataset
+* Purpose: Improve training coverage in Sage
+* Name: OpenFF Lipid Optimization Training Supplement v1.0
+* Number of unique molecules: 3971
+* Number of filtered molecules: 32
+* Number of conformers: 29770
+* Number of conformers per molecule (min, mean, max): 1, 7.50, 10
+* Mean molecular weight: 291.73
+* Max molecular weight: 1016.29
+* Charges: -4.0, -1.0, 0.0, 1.0
+* Dataset submitter: Brent Westbrook
+* Dataset generator: Brent Westbrook
+
+## QCSubmit Generation Pipeline
+
+* `generate-dataset.py`: This script shows how the dataset was prepared from the input file `input.smi`.
+* `main.py`: This script shows how the dataset was prepared from the initial cura database.
+* `inchis.dat`: The list of InChIKeys present in existing Sage training and
+  benchmarking data, used by `main.py`.
+
+## QCSubmit Manifest
+
+* `generate-dataset.py`: Script describing dataset generation and submission
+* `input-environment.yaml`: Environment file used to create the Python environment for the script
+* `full-environment.yaml`: Fully-resolved environment used to execute the script
+* `opt.toml`: Experimental [qcaide](https://github.com/ntBre/qcaide) input file for defining
+variables used throughout the QCA submission process
+* `dataset.json.bz2`: Compressed dataset ready for submission
+* `dataset.pdf`: Visualization of dataset molecules
+* `output.smi`: SMILES strings for dataset molecules
+
+## Metadata
+* Elements: {I, Br, O, H, P, C, N, Cl, F, S}
+* Spec: default
+	* basis: DZVP
+	* implicit_solvent: None
+	* keywords: {}
+	* maxiter: 200
+	* method: B3LYP-D3BJ
+	* program: psi4
+	* SCF properties:
+		* dipole
+		* quadrupole
+		* wiberg_lowdin_indices
+		* mayer_indices
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/dataset.json.bz2 b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/dataset.json.bz2
new file mode 100644
index 00000000..cca55f81
--- /dev/null
+++ b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/dataset.json.bz2
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
+oid sha256:ae852dcaccb9bb1302c16a14e136c78868009a8cb5bc99288a6888f659772083
+size 14611926
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/dataset.pdf b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/dataset.pdf
new file mode 100644
index 00000000..b3132e88
Binary files /dev/null and b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/dataset.pdf differ
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/full-environment.yaml b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/full-environment.yaml
new file mode 100644
index 00000000..af9b20d1
--- /dev/null
+++ b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/full-environment.yaml
@@ -0,0 +1,306 @@
+name: qcarchive-user-submit
+channels:
+  - openeye
+  - conda-forge
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+  - tornado=6.3.3=py311h459d7ec_1
+  - tqdm=4.66.1=pyhd8ed1ab_0
+  - traitlets=5.14.1=pyhd8ed1ab_0
+  - types-python-dateutil=2.8.19.20240106=pyhd8ed1ab_0
+  - typing-extensions=4.9.0=hd8ed1ab_0
+  - typing_extensions=4.9.0=pyha770c72_0
+  - typing_utils=0.1.0=pyhd8ed1ab_0
+  - tzdata=2023d=h0c530f3_0
+  - unidecode=1.3.8=pyhd8ed1ab_0
+  - uri-template=1.3.0=pyhd8ed1ab_0
+  - urllib3=2.2.0=pyhd8ed1ab_0
+  - wcwidth=0.2.13=pyhd8ed1ab_0
+  - webcolors=1.13=pyhd8ed1ab_0
+  - webencodings=0.5.1=pyhd8ed1ab_2
+  - websocket-client=1.7.0=pyhd8ed1ab_0
+  - wheel=0.42.0=pyhd8ed1ab_0
+  - widgetsnbextension=4.0.9=pyhd8ed1ab_0
+  - xmltodict=0.13.0=pyhd8ed1ab_0
+  - xorg-kbproto=1.0.7=h7f98852_1002
+  - xorg-libice=1.1.1=hd590300_0
+  - xorg-libsm=1.2.4=h7391055_0
+  - xorg-libx11=1.8.7=h8ee46fc_0
+  - xorg-libxau=1.0.11=hd590300_0
+  - xorg-libxdmcp=1.1.3=h7f98852_0
+  - xorg-libxext=1.3.4=h0b41bf4_2
+  - xorg-libxrender=0.9.11=hd590300_0
+  - xorg-libxt=1.3.0=hd590300_1
+  - xorg-renderproto=0.11.1=h7f98852_1002
+  - xorg-xextproto=7.3.0=h0b41bf4_1003
+  - xorg-xproto=7.0.31=h7f98852_1007
+  - xz=5.2.6=h166bdaf_0
+  - yaml=0.2.5=h7f98852_2
+  - zeromq=4.3.5=h59595ed_0
+  - zipp=3.17.0=pyhd8ed1ab_0
+  - zlib=1.2.13=hd590300_5
+  - zlib-ng=2.0.7=h0b41bf4_0
+  - zstandard=0.22.0=py311haa97af0_0
+  - zstd=1.5.5=hfc55251_0
+  - pip:
+      - amberutils==21.0
+      - edgembar==0.2
+      - mmpbsa-py==16.0
+      - packmol-memgen==2023.2.24
+      - pdb4amber==22.0
+      - pymsmt==22.0
+      - pytraj==2.0.6
+      - sander==22.0
+prefix: /home/brent/mambaforge/envs/qcarchive-user-submit
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/generate-dataset.py b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/generate-dataset.py
new file mode 100644
index 00000000..2b246b33
--- /dev/null
+++ b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/generate-dataset.py
@@ -0,0 +1,99 @@
+from pathlib import Path
+
+import numpy as np
+import qcportal  # noqa avoid zstd disaster
+from openff.qcsubmit import workflow_components
+from openff.qcsubmit.factories import OptimizationDatasetFactory
+from openff.toolkit import Molecule
+from qcaide import Submission
+
+config = Submission.from_toml("opt.toml")
+
+# Load molecules
+with open("input.smi") as inp:
+    molecules = [
+        Molecule.from_smiles(line.strip(), allow_undefined_stereo=True)
+        for line in inp
+    ]
+
+# initialize dataset factory
+dataset_factory = OptimizationDatasetFactory()
+dataset_factory.add_workflow_components(
+    workflow_components.StandardConformerGenerator(
+        max_conformers=10, rms_cutoff=0.5
+    )
+)
+
+# populate dataset
+dataset = dataset_factory.create_dataset(
+    dataset_name=config.name,
+    tagline=config.name,
+    description=config.description,
+    molecules=molecules,
+    processors=6,
+)
+dataset.metadata.submitter = config.submitter
+dataset.metadata.long_description_url = (
+    "https://github.com/openforcefield/qca-dataset-submission/tree/master/"
+    "submissions/" + str(Path.cwd().name)
+)
+
+# verify that no new molecules appear in the output; can't use symmetric
+# difference like I usually do because some molecules (~32) do get filtered
+# out, I think from conformer generation failure
+old_smiles = {m.to_smiles(isomeric=False) for m in molecules}
+new_smiles = {m.to_smiles(isomeric=False) for m in dataset.molecules}
+assert not (new_smiles - old_smiles)
+
+
+# summarize dataset for readme
+confs = np.array([len(mol.conformers) for mol in dataset.molecules])
+
+print("* Number of unique molecules:", dataset.n_molecules)
+print("* Number of filtered molecules:", dataset.n_filtered)
+print("* Number of conformers:", sum(confs))
+print(
+    "* Number of conformers per molecule (min, mean, max): "
+    f"{confs.min()}, {confs.mean():.2f}, {confs.max()}"
+)
+
+masses = [
+    [
+        sum([atom.mass.m for atom in molecule.atoms])
+        for molecule in dataset.molecules
+    ]
+]
+print(f"* Mean molecular weight: {np.mean(np.array(masses)):.2f}")
+print(f"* Max molecular weight: {np.max(np.array(masses)):.2f}")
+print("* Charges:", sorted(set(m.total_charge.m for m in dataset.molecules)))
+
+print("## Metadata")
+print(f"* Elements: {{{', '.join(dataset.metadata.dict()['elements'])}}}")
+
+
+def print_field(od, field):
+    print(f"\t* {field}: {od[field]}")
+
+
+fields = [
+    "basis",
+    "implicit_solvent",
+    "keywords",
+    "maxiter",
+    "method",
+    "program",
+]
+for spec, obj in dataset.qc_specifications.items():
+    od = obj.dict()
+    print("* Spec:", spec)
+    for field in fields:
+        print_field(od, field)
+    print("\t* SCF properties:")
+    for field in od["scf_properties"]:
+        print(f"\t\t* {field}")
+
+
+# write output files
+dataset.export_dataset("dataset.json.bz2")
+dataset.molecules_to_file("output.smi", "smi")
+dataset.visualize("dataset.pdf", columns=8)
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/inchis.dat b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/inchis.dat
new file mode 100644
index 00000000..a9081643
--- /dev/null
+++ b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/inchis.dat
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diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/input-environment.yaml b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/input-environment.yaml
new file mode 100644
index 00000000..7ff099b2
--- /dev/null
+++ b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/input-environment.yaml
@@ -0,0 +1,17 @@
+name: qcarchive-user-submit
+
+channels:
+  - conda-forge
+  - openeye
+
+dependencies:
+  - python =3.11
+  - pip
+  - qcportal >=0.49
+  - openff-qcsubmit
+  - openff-toolkit
+  - openeye-toolkits
+  - click
+  - pip:
+    - git+https://github.com/ntBre/qcaide
+    - git+https://github.com/ntBre/curato
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/input.smi b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/input.smi
new file mode 100644
index 00000000..0f2e3ce4
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+OC[C@H]1O[C@@H](O[C@H]2[C@H](O[C@@H]3[C@H](O)[C@@H](O)[C@H](O)O[C@@H]3CO)O[C@H](CO)[C@@H](O)[C@@H]2O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O
+CC1C(=O)CC[C@]2(C)C3=CC[C@]4(C)[C@@H]([C@H](C)CC[C@H](OC(=O)[C@@H](C)CC(=O)C[C@@H](C)[C@H]5C[C@@H](O)[C@@]6(C)C7=C(C(=O)C[C@]56C)[C@@]5(C)CC[C@@H](O)C(C)(C)[C@@H]5CC7=O)[C@](C)(O)CO)CC[C@@]4(C)C3=CC[C@@H]12
+COC(C)(C)/C=C/C[C@@](O)(CO)[C@H]1CC[C@]2(C)[C@@H]1CC[C@@H]1[C@@]3(C=O)CC[C@H](O[C@@H]4OC[C@H](O)[C@H](O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@]12C
+CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC(C)=O)[C@@H](OC(C)=O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2OCC[C@H](N(C)C)[C@H]2O)[C@](C)(O[C@H]2C[C@@H](N(C)C)[C@@H](O)[C@H](C)O2)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O
+C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@@H]3[C@@H](CC[C@H]4[C@H]3CC=C3C[C@@H](O)C[C@@H](O[C@@H]5O[C@H](C)[C@H](O)[C@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@]34C)[C@H]1[C@@H]2C
+C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@@H]3[C@](C)(CC[C@H]4[C@]35C=C[C@]3(C[C@@H](O[C@@H]6OC[C@@H](O[C@@H]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)[C@H](O)[C@H]6O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)CC[C@]43C)OO5)[C@H]1[C@@H]2C
+C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)C[C@H]5O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@H]1CC[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)O1
+C[C@@H]1CC[C@@]2(OC1)O[C@H]1[C@@H](O)[C@H]3[C@@H]4CC[C@H]5C[C@@H](O[C@@H]6O[C@H](CO)[C@H](O[C@H]7C[C@@H](O[C@@H]8OC[C@@H](O)[C@H](O)[C@H]8O)[C@H](O)[C@@H](CO)O7)[C@H](O)[C@H]6O)[C@H](O)C[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C
+CC1=C(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)O[C@@H]([C@@H](C)[C@H]2CC[C@@H]3[C@H]2CC[C@H]2[C@H]3CC=C3C[C@@H](O[C@@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C[C@H](O)[C@@]32C)C1
+C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@H](O[C@H]4CC[C@]5(C)[C@H]6CC[C@@]7(C)[C@@H](C[C@@H]8O[C@H](O)[C@@H](C)[C@@]87O)[C@@H]6C[C@@H](O)[C@@]5(O)C4)O[C@@H]3CO)O[C@H]2C)[C@H](O)[C@H](O)[C@H]1O
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/main.py b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/main.py
new file mode 100644
index 00000000..e7145619
--- /dev/null
+++ b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/main.py
@@ -0,0 +1,179 @@
+from cura.query import symbols_to_bits
+from cura.store import Store
+from cura.utils import mol_from_smiles
+from openff.toolkit import Molecule
+from rdkit import Chem, DataStructs
+from rdkit.Chem import AllChem
+from rdkit.SimDivFilters import rdSimDivPickers
+from tqdm import tqdm
+
+
+def store_fragment_heavy_atoms(store, tag):
+    res = store.cur.execute(
+        "SELECT id, smiles, natoms FROM fragments WHERE tag = ?", (tag,)
+    )
+    data = []
+    for id, smiles, natoms in tqdm(res.fetchall()):
+        mol = mol_from_smiles(smiles)
+        natoms_ = mol.GetNumAtoms()
+        nheavy = mol.GetNumHeavyAtoms()
+        assert natoms == natoms_
+
+        data.append((nheavy, id))
+
+    store.cur.executemany(
+        """
+    UPDATE fragments
+    SET nheavy = ?
+    WHERE id = ?
+    """,
+        data,
+    )
+    store.con.commit()
+
+
+def store_fragment_fingerprints(store, tag):
+    res = store.cur.execute(
+        "SELECT id, smiles FROM fragments WHERE tag = ?", (tag,)
+    )
+    fpgen = AllChem.GetMorganGenerator()
+
+    data = []
+    for id, smiles in tqdm(res.fetchall()):
+        mol = mol_from_smiles(smiles)
+        fp = fpgen.GetFingerprint(mol)
+        data.append((fp.ToBitString(), id))
+
+    store.cur.executemany(
+        """
+    UPDATE fragments
+    SET morgan = ?
+    WHERE id = ?
+    """,
+        data,
+    )
+    store.con.commit()
+
+
+def store_fingerprints(store):
+    res = store.cur.execute(
+        "SELECT id, smiles FROM molecules WHERE tag = ?", (tag,)
+    )
+    fpgen = AllChem.GetMorganGenerator()
+
+    for id, smiles in tqdm(res.fetchall()):
+        mol = mol_from_smiles(smiles)
+        fp = fpgen.GetFingerprint(mol)
+        store.cur.execute(
+            """
+        UPDATE molecules
+        SET morgan = ?
+        WHERE id = ?
+        """,
+            (fp.ToBitString(), id),
+        )
+        store.con.commit()
+
+
+def load_fragment_fingerprints(store, tag, max_nheavy, min_nheavy, elements):
+    res = store.cur.execute(
+        """
+        SELECT id, morgan, elements
+        FROM fragments
+        WHERE tag = ?
+        AND nheavy < ?
+        AND nheavy > ?
+        """,
+        (tag, max_nheavy, min_nheavy),
+    )
+    # element filtering adapted from cura ElementFilter and Store.get_molecules
+    # (for int conversion)
+    mask = symbols_to_bits(elements)
+
+    ret = [
+        (id, DataStructs.CreateFromBitString(fp))
+        for id, fp, elements in res.fetchall()
+        if (int.from_bytes(elements, "big") | mask) == mask
+    ]
+
+    ids, fps = zip(*ret)
+    return ids, fps
+
+
+def load_fingerprints(store):
+    res = store.cur.execute(
+        "SELECT morgan FROM molecules WHERE tag = ?", (tag,)
+    )
+    fps = [DataStructs.CreateFromBitString(fp) for (fp,) in res.fetchall()]
+    return fps
+
+
+def get_smiles(store, mol_id, table="fragments"):
+    res = store.cur.execute(
+        f"SELECT smiles FROM {table} WHERE id = ?", (mol_id,)
+    )
+    return res.fetchone()[0]
+
+
+def replace_dummies(mol: Chem.Mol) -> Chem.Mol:
+    """Replace dummy atoms in ``mol`` with hydrogen.
+
+    Also handle a special case where S(=O)(=O)* is replaced with a S(=O)([O-]).
+
+    Adapted from some fragmentation code I got from Lily.
+    """
+    rd_dummy_replacements = [
+        # Handle the special case of -S(=O)(=O)[*] -> -S(=O)(-[O-])
+        (Chem.MolFromSmiles("S(=O)(=O)*"), Chem.MolFromSmiles("S(=O)([O-])")),
+        # Handle the general case
+        (Chem.MolFromSmiles("*"), Chem.MolFromSmiles("[H]")),
+    ]
+
+    for pat, rep in rd_dummy_replacements:
+        mol = AllChem.ReplaceSubstructs(mol, pat, rep, replaceAll=True)[0]
+
+    mol = Chem.MolFromSmiles(Chem.MolToSmiles(mol))
+
+    return mol
+
+
+# this database is ~14 GB, so a bit difficult to include here
+store = Store("/home/brent/omsf/projects/curato/store.sqlite")
+tag = "data/lipidmaps.smi"
+
+# this should contain all the inchis from the opt and td datasets I've been
+# using for refitting the torsion multiplicity force field, plus the industry
+# dataset
+with open("inchis.dat") as inp:
+    old_inchis = {inchi.strip() for inchi in inp}
+
+lp = rdSimDivPickers.LeaderPicker()
+
+ids, fps = load_fragment_fingerprints(
+    store,
+    tag,
+    max_nheavy=70,
+    min_nheavy=3,
+    # include X to handle fragments
+    elements=["Cl", "P", "Br", "I", "H", "C", "O", "N", "F", "S", "X"],
+)
+print(f"processing {len(fps)} fingerprints")
+thresh = 0.6559
+picks = lp.LazyBitVectorPick(fps, len(fps), thresh)
+print(f"found {len(picks)} clusters")
+
+fragments = (mol_from_smiles(get_smiles(store, ids[p])) for p in picks)
+
+smiles = set()
+for frag in tqdm(fragments, total=len(picks)):
+    m = replace_dummies(frag)
+    s = Chem.MolToSmiles(m)
+    inchi = Molecule.from_smiles(s, allow_undefined_stereo=True).to_inchikey()
+    if inchi not in old_inchis:
+        smiles.add(s)
+
+print(f"found {len(smiles)} deduplicated smiles")
+
+with open("input.smi", "w") as out:
+    for s in sorted(smiles, key=lambda s: len(s)):
+        print(s, file=out)
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/opt.toml b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/opt.toml
new file mode 100644
index 00000000..5e9742f1
--- /dev/null
+++ b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/opt.toml
@@ -0,0 +1,68 @@
+name = "OpenFF Lipid Optimization Training Supplement v1.0"
+description = """
+
+An optimization data set created to improve the training coverage of lipid-like
+molecules in Sage. The molecules in this data set were selected from the [LIPID
+MAPS](https://www.lipidmaps.org/) database via
+[cura](https://github.com/ntBre/curato/tree/6039bea5c64f8cd6b374fd12b5fa3b355898d98b)
+after being fragmented by the [XFF
+fragmentation](https://github.com/XtalPi-XFF/2023_XFF_paper/tree/b84ef6079d24ebd2e86f78a495e3257b375255fa/fragmentation)
+algorithm, clustered on the 2048-bit, radius-3 Morgan fingerprint from RDKit by
+the `LeaderPicker.LazyBitVectorPick` algorithm, also from RDKit, with a distance
+threshold of 0.6559. Placeholder dummy atoms in the fragments were generally
+filled with H atoms, and `S(=O)(=O)*` groups were replaced with `S(=O)([O-])`.
+The candidate fragments were further restricted to those with between 3 and 70
+heavy atoms and containing only the elements Cl, P, Br, I, H, C, O, N, F, and S.
+Candidates with InChIKeys matching existing Sage training or benchmarking data
+were also filtered out.
+
+"""
+short_description = "Additional optimization training data for Sage from representative LIPID MAPS fragments"
+class = "optimization"
+purpose = "Improve training coverage in Sage"
+submitter = "Brent Westbrook"
+
+[[pipeline]]
+filename = "generate-dataset.py"
+description = """
+This script shows how the dataset was prepared from the input file `input.smi`.
+"""
+
+[[pipeline]]
+filename = "main.py"
+description = """
+This script shows how the dataset was prepared from the initial cura database.
+"""
+
+# input files
+[[manifest]]
+filename = "generate-dataset.py"
+description = "Script describing dataset generation and submission"
+
+[[manifest]]
+filename = "input-environment.yaml"
+description = "Environment file used to create the Python environment for the script"
+
+[[manifest]]
+filename = "full-environment.yaml"
+description = "Fully-resolved environment used to execute the script"
+
+[[manifest]]
+filename = "opt.toml"
+description = """
+Experimental [qcaide](https://github.com/ntBre/qcaide) input file for defining
+variables used throughout the QCA submission process
+"""
+
+# output files
+[[manifest]]
+filename = "dataset.json.bz2"
+description = "Compressed dataset ready for submission"
+
+[[manifest]]
+filename = "dataset.pdf"
+description = "Visualization of dataset molecules"
+
+[[manifest]]
+filename = "output.smi"
+description = "SMILES strings for dataset molecules"
\ No newline at end of file
diff --git a/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/output.smi b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/output.smi
new file mode 100644
index 00000000..569f522f
--- /dev/null
+++ b/submissions/2024-10-08-OpenFF-Lipid-Optimization-Training-Supplement-v1.0/output.smi
@@ -0,0 +1,3971 @@
+COCO
+C(CS)N
+CSCN
+CCOC
+CCNC
+COC=C
+CCCCN
+CC=NO
+C#CCO
+CC=CC
+CC#CC
+C(=CI)I
+CCNCC
+CNCCO
+C#CCBr
+CC(C)N
+C(C=O)Cl
+CC1CC1
+CN(C)C
+C=CC=O
+C#CC#C
+CC=C=C
+CCOCOC
+C#CC=O
+CCCC=C
+C1C(O1)O
+CCCCCS
+CC(C)S
+C(CC#N)CN
+CCC(F)F
+C(C(F)F)O
+CCCCC#C
+C(=N)(N)N
+CSCCC=O
+CCC1CO1
+CCC=C=C
+C(CF)NC=O
+CCCCCCC
+C1COOC1
+CCCOC=O
+CCCCC=C
+C1CC1CO
+CC(C)CO
+CC#CC#C
+C=C1CO1
+C=C=CBr
+C=C(I)I
+C=CCC#C
+CC(=C)C
+CCCSCCN
+C=C=CCO
+C(=O)NC=O
+C1CSSC1
+CC(C)OO
+CC(=O)S
+C(=CCl)Cl
+C(=O)(N)O
+C=CC(O)O
+CN1CCCC1
+C1COC=N1
+CC(=CF)F
+C=C=CC#C
+CC=COC=O
+CC(C)C=O
+CCC(=C)C
+C(C(=O)O)O
+c1cncnc1
+C1C=CCO1
+C1COCCN1
+CC1=NC=CS1
+CCC#CC#C
+CCC(C)CC
+C(CCCO)CCO
+C(=C(O)O)O
+CC(C)C=C
+C(C(CO)O)O
+CC(CCS)S
+CC(F)(F)F
+CC(=O)CCN
+CCC1CCCC1
+C[S+](C)C
+C1CC1NC=O
+C(C(=O)O)Br
+CC=C(C)CO
+C=C(Cl)Cl
+CCCCC(C)C
+CCCC(=O)N
+C=C1CCCN1
+CC=CC(C)C
+CC#CCCC=O
+C1CONC1=O
+CCC1=COC=C1
+C#CC#CC#N
+C1CC=COC1
+C/C=C\C#C
+C/C=C/C=C
+C=CC(=O)O
+C=CC#CC#C
+C1CCN=CC1
+C=C(Br)Br
+CC(CBr)Br
+CC(=C)CCO
+C1CC(=O)OC1
+C1COC(=O)O1
+C=C(CO)CO
+C1CCC=CC1
+C/C=C/COO
+C#CC(=O)O
+C/C=C/CC=O
+CC(=CC=C)C
+CCCCC(=O)C
+NS(=O)[O-]
+C1=CC(=O)OC=C1
+C=C1CCC=N1
+C1C=CCC=C1
+CC(=O)NCCO
+C1C=CNC1=O
+C1CCOC(=O)C1
+CC(C(C)N)N
+C1CNC(=O)OC1
+C#C/C=C/Br
+C=C1CCCOC1
+C(CCNCCCN)CN
+C=C1CCCCC1
+c1ccc(c(c1)O)O
+C1CC=CC=C1
+CC(C)(C)OO
+C1CC(=O)C=C1
+C[NH+](C)C
+C(=CC=O)C=CO
+CCC(=O)C=C
+C[C@H]1CO1
+C1C=CC(=O)N1
+C=CC(=C)CO
+C=CCC(=O)S
+C#CC1C(O1)CO
+CP(=O)(C)C
+C1CC(=O)OOC1
+CCC(C)(C)C
+CC=CC(=O)O
+CCCC1CCSS1
+OP(=O)O
+CCCCC(=O)O
+CC1CCNC1=O
+C=C(CO)C=O
+CCC1CCCCC1
+C1C=CC(=O)O1
+c1ccc(cc1)CO
+CCCCC1=CC1=O
+CCCCCCC(C)C
+CCC1C=CCOO1
+C1CC1C(=O)O
+CC(CN)C(C)O
+CCC/C=C/C=O
+CCCC1=CCCC1
+CCCc1ccccc1
+CCC#CCCC#CC
+C=C=CC(=O)O
+CCCCC(=O)OC
+C/C=C/CCC=O
+C=C1C=CC=N1
+CC1=CC=CSS1
+CCCC1CCCCC1
+CCC[S+](C)C
+C1C(O1)C(=O)N
+CC(=O)N(C)O
+C(CCO)CC(=O)S
+COP(=O)(O)O
+C(C(CO)NC=O)O
+CC1COC(O1)C
+c1ccc(c(c1)O)Cl
+CC1=CC(=CO1)C
+CC1=CCCC=C1
+C1COC(=O)C=C1
+C=C1CCC=CC1
+CS(=O)(=O)O
+C1CC2CCC1C2
+C1CC2CC1OO2
+OS(=O)(=O)S
+C=C1CCCC=C1
+CC(C(=O)O)O
+CC/C=C\C#CC
+C(CCN)CC(=O)O
+CC(C)(C)C=C
+C1CC(=O)CC=C1
+CC(C)C(=C)C
+CC/C=C(\C)/O
+C=CCCC#CC#C
+C=CC#CC#CC#N
+CCC1=CCCC1=O
+C/C(=C\C=C)/O
+C(=CCl)C(Cl)Br
+C(CCC(=O)N)CCN
+CC(C)(CO)C=O
+C=C1CCOCC1=C
+C=CC/C=C\C=C
+C=C=C1CCCCC1
+CCCC(C)(C)CC
+CCC1(CCCC1)C
+C1=CC=C(C(=O)C=C1)O
+C=C1CCCC=C1O
+C=C(C(=O)O)O
+CC1(C(CO1)OC)C
+CCC(=C(C)C)C
+C(CNC(=O)CO)CO
+CC=CCC=C(C)C
+CCC(CC)C(C)C
+C#CC=C=CCCCO
+CC(=C)C(=O)S
+C=C1CCCCC1=C
+CCC1=CCOC1=O
+CC#CC1(CO1)C
+C1CC(=O)C(C=C1)O
+CCC(CCC=CC)O
+COP(=O)(C)OC
+C=C1CCSCC1=C
+CC(C)(C=O)OC
+CCC(C)C(C)CC
+c1cc[nH+]cc1
+CC=CC(C)(C)C
+Cc1cccc(c1)O
+C1C=CC=CC1=O
+CC#CC#CC=C=C
+C=C1CC=CC1=O
+C1COP(=O)O1
+CC#CC#CC#CCO
+CCC(C)(C=O)O
+CCSC(=O)CCCN
+CCCP(=O)(C)C
+CCCC1CCCCC1C
+CC/C(=C/CO)/C
+CC1CC1CC(C)C
+CC1=CCCCC1=O
+C1COC(=O)CC=C1
+CC#CCC#CCC#C
+C1CC(=O)C=C1O
+C=CC(=O)C1CC1
+C1=C(NC=N1)CCN
+C=CC#CC1=CC=CS1
+CC[C@H](C)C=O
+C1=CSC(=C1)C#CCCO
+CC(CCCCCC=C)O
+C1CC2CCOCC2C1
+CCC(C)C/C=C/C
+CCC(=O)OCC=CC
+CC(CC(=O)O)SC
+CCCC(=O)OCC=C
+CCCCC#CC(=O)O
+CCC1CCC(O1)CO
+CCCS(=O)(=O)C
+CC/C=C/C(=O)O
+C#CC#CCC(=O)O
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