Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(CCN)CCCCCC(=O)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1
InChiKey
PERAFFVYHUNFMC-UHFFFAOYSA-N
Route Signature
c5b6a3253608e42a4070782236537983c90fe85c826f5c7f668f68fbdfcf690a
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7cebe94147e9e2927a7a9cb5",
"signature": "c5b6a3253608e42a4070782236537983c90fe85c826f5c7f668f68fbdfcf690a",
"contentHash": "40e205fddb1f7163407bd66ef06d6ef9da2019fbe232f86575c0fb2340b8d54e",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_615af78058407cce8ec89d96",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01415",
"moleculeId": "sa_ce48e18b00539f0dbc1223df",
"smiles": "CN(CCN)CCCCCC(=O)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ce48e18b00539f0dbc1223df",
"inchikey": "PERAFFVYHUNFMC-UHFFFAOYSA-N",
"smiles": "CN(CCN)CCCCCC(=O)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14320",
"routeId": "sa_7cebe94147e9e2927a7a9cb5",
"moleculeId": "sa_ce48e18b00539f0dbc1223df",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ce48e18b00539f0dbc1223df",
"inchikey": "PERAFFVYHUNFMC-UHFFFAOYSA-N",
"smiles": "CN(CCN)CCCCCC(=O)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "CN(CCN)CCCCCC(=O)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": "sa_567533ce4077f294682e20ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110053848A1;0315;1020721\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:5][CH2:4][CH2:3][N:2]([CH3:1])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11](=[O:12])[NH:13][CH2:14][CH2:15][S:16][C:17]([c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1)([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1>C1CCOC1.C1COCCO1.Cl>[CH3:1][N:2]([CH2:3][CH2:4][NH2:5])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11](=[O:12])[NH:13][CH2:14][CH2:15][S:16][C:17]([c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1)([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:5][CH2:4][CH2:3][N:2]([CH3:1])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11](=[O:12])[NH:13][CH2:14][CH2:15][S:16][C:17]([c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1)([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1>C1CCOC1.C1COCCO1.Cl>[CH3:1][N:2]([CH2:3][CH2:4][NH2:5])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11](=[O:12])[NH:13][CH2:14][CH2:15][S:16][C:17]([c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1)([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_567533ce4077f294682e20ec",
"reactionHash": "1be5a0c304bdf6d28b341b15e052019cc8de9ea62767c51f48dfb364a22de54d"
},
"children": [
{
"id": "14321",
"routeId": "sa_7cebe94147e9e2927a7a9cb5",
"moleculeId": "sa_92339ecffc2436b1a9198f04",
"parentId": "14320",
"isLeaf": false,
"molecule": {
"id": "sa_92339ecffc2436b1a9198f04",
"inchikey": "JZEHHSLBTXMMIL-UHFFFAOYSA-N",
"smiles": "CN(CCCCCC(=O)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1)CCNC(=O)OC(C)(C)C"
},
"smiles": "CN(CCCCCC(=O)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1)CCNC(=O)OC(C)(C)C",
"reactionStepId": "sa_8d96c48ef78badb7ead65d95",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110053848A1;0312;1020720\",\"rsmi\":\"O=[CH2:1].[NH:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8](=[O:9])[NH:10][CH2:11][CH2:12][S:13][C:14]([c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)([c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1)[c:27]1[cH:28][cH:29][cH:30][cH:31][cH:32]1)[CH2:33][CH2:34][NH:35][C:36](=[O:37])[O:38][C:39]([CH3:40])([CH3:41])[CH3:42]>CC#N.O.BC#N.[Na+]>[CH3:1][N:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8](=[O:9])[NH:10][CH2:11][CH2:12][S:13][C:14]([c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)([c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1)[c:27]1[cH:28][cH:29][cH:30][cH:31][cH:32]1)[CH2:33][CH2:34][NH:35][C:36](=[O:37])[O:38][C:39]([CH3:40])([CH3:41])[CH3:42]\"},\"mapped_reaction_smiles\":\"O=[CH2:1].[NH:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8](=[O:9])[NH:10][CH2:11][CH2:12][S:13][C:14]([c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)([c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1)[c:27]1[cH:28][cH:29][cH:30][cH:31][cH:32]1)[CH2:33][CH2:34][NH:35][C:36](=[O:37])[O:38][C:39]([CH3:40])([CH3:41])[CH3:42]>CC#N.O.BC#N.[Na+]>[CH3:1][N:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8](=[O:9])[NH:10][CH2:11][CH2:12][S:13][C:14]([c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)([c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1)[c:27]1[cH:28][cH:29][cH:30][cH:31][cH:32]1)[CH2:33][CH2:34][NH:35][C:36](=[O:37])[O:38][C:39]([CH3:40])([CH3:41])[CH3:42]\"}",
"reactionStep": {
"id": "sa_8d96c48ef78badb7ead65d95",
"reactionHash": "ccfdd198db5b4d5cbb433830a89a78f17fbde814fb2a0d73ef113abec4a545c4"
},
"children": [
{
"id": "14322",
"routeId": "sa_7cebe94147e9e2927a7a9cb5",
"moleculeId": "sa_52ef610c93b6f6176563a0ba",
"parentId": "14321",
"isLeaf": false,
"molecule": {
"id": "sa_52ef610c93b6f6176563a0ba",
"inchikey": "LVSSLBDTEQQJDX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCNCCCCCC(=O)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "CC(C)(C)OC(=O)NCCNCCCCCC(=O)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": "sa_e5291dd63fe2f1713b4ca082",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110053848A1;0309;1020719\",\"rsmi\":\"Br[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17](=[O:18])[NH:19][CH2:20][CH2:21][S:22][C:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)([c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1)[c:36]1[cH:37][cH:38][cH:39][cH:40][cH:41]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][NH2:11]>CC#N.CN(C)C=O.O.O=C(O)C(F)(F)F.O=C(O)O.[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17](=[O:18])[NH:19][CH2:20][CH2:21][S:22][C:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)([c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1)[c:36]1[cH:37][cH:38][cH:39][cH:40][cH:41]1\"},\"mapped_reaction_smiles\":\"Br[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17](=[O:18])[NH:19][CH2:20][CH2:21][S:22][C:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)([c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1)[c:36]1[cH:37][cH:38][cH:39][cH:40][cH:41]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][NH2:11]>CC#N.CN(C)C=O.O.O=C(O)C(F)(F)F.O=C(O)O.[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17](=[O:18])[NH:19][CH2:20][CH2:21][S:22][C:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)([c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1)[c:36]1[cH:37][cH:38][cH:39][cH:40][cH:41]1\"}",
"reactionStep": {
"id": "sa_e5291dd63fe2f1713b4ca082",
"reactionHash": "999e1ceb8f4e498d43197f4e56fe3e2749c19d3ac8b614bce26b07cedc9efe9d"
},
"children": [
{
"id": "14323",
"routeId": "sa_7cebe94147e9e2927a7a9cb5",
"moleculeId": "sa_26884480634f884eef9a7e89",
"parentId": "14322",
"isLeaf": true,
"molecule": {
"id": "sa_26884480634f884eef9a7e89",
"inchikey": "AOCSUUGBCMTKJH-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(O)=NCCN"
},
"smiles": "CC(C)(C)OC(=O)NCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14324",
"routeId": "sa_7cebe94147e9e2927a7a9cb5",
"moleculeId": "sa_2456f60d4ae26025e6cb1661",
"parentId": "14322",
"isLeaf": false,
"molecule": {
"id": "sa_2456f60d4ae26025e6cb1661",
"inchikey": "GHSTVAHFWYXUKJ-UHFFFAOYSA-N",
"smiles": "O=C(CCCCCBr)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "O=C(CCCCCBr)NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": "sa_78c5b78c0ec8eef868e72f48",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110053848A1;0306;1020718\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][Br:8].[NH2:9][CH2:10][CH2:11][S:12][C:13]([c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)([c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1)[c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1>CC(=O)O.CCN(C(C)C)C(C)C.ClCCl>[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][Br:8])[NH:9][CH2:10][CH2:11][S:12][C:13]([c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)([c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1)[c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][Br:8].[NH2:9][CH2:10][CH2:11][S:12][C:13]([c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)([c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1)[c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1>CC(=O)O.CCN(C(C)C)C(C)C.ClCCl>[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][Br:8])[NH:9][CH2:10][CH2:11][S:12][C:13]([c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)([c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1)[c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_78c5b78c0ec8eef868e72f48",
"reactionHash": "6c1d8a9619d2c15573d8e4bab1aaaeed2d2cbf407b35cfec8ca85c2ff07044ab"
},
"children": [
{
"id": "14325",
"routeId": "sa_7cebe94147e9e2927a7a9cb5",
"moleculeId": "sa_c7b1d55458c6896d377c78f3",
"parentId": "14324",
"isLeaf": true,
"molecule": {
"id": "sa_c7b1d55458c6896d377c78f3",
"inchikey": "HBPVGJGBRWIVSX-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCCCCBr"
},
"smiles": "O=C(Cl)CCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14326",
"routeId": "sa_7cebe94147e9e2927a7a9cb5",
"moleculeId": "sa_8b18424c99739e7c210ace30",
"parentId": "14324",
"isLeaf": true,
"molecule": {
"id": "sa_8b18424c99739e7c210ace30",
"inchikey": "XZOWICPSVWHCTC-UHFFFAOYSA-N",
"smiles": "NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "NCCSC(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
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}
]
}
]
},
{
"id": "14327",
"routeId": "sa_7cebe94147e9e2927a7a9cb5",
"moleculeId": "sa_fa48b0311f9ecb906b2132fe",
"parentId": "14321",
"isLeaf": true,
"molecule": {
"id": "sa_fa48b0311f9ecb906b2132fe",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"smiles": "C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}