Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
NC(=O)c1c(-c2ccc(NC(=O)Nc3cc(C(F)(F)F)ccc3F)cc2)nsc1NC(=O)NCCCN1CCOCC1
InChiKey
FWBUUGDBUKHCQX-UHFFFAOYSA-N
Route Signature
d18e757d9de518210bb7de7708d11048ab79fefaff2373fce606c9052c5761c2
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_095c546a6b5f298d3a9f697c",
"signature": "d18e757d9de518210bb7de7708d11048ab79fefaff2373fce606c9052c5761c2",
"contentHash": "c0ac90f4951d69e066ef6523db89b5135dc659090e1ff19f2b93f093b56b87db",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_c5f0e3fbb640e62292230693",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01164",
"moleculeId": "sa_b767d1c4004833e7d1bd7bb7",
"smiles": "NC(=O)c1c(-c2ccc(NC(=O)Nc3cc(C(F)(F)F)ccc3F)cc2)nsc1NC(=O)NCCCN1CCOCC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b767d1c4004833e7d1bd7bb7",
"inchikey": "FWBUUGDBUKHCQX-UHFFFAOYSA-N",
"smiles": "NC(=O)c1c(-c2ccc(NC(=O)Nc3cc(C(F)(F)F)ccc3F)cc2)nsc1NC(=O)NCCCN1CCOCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14112",
"routeId": "sa_095c546a6b5f298d3a9f697c",
"moleculeId": "sa_b767d1c4004833e7d1bd7bb7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b767d1c4004833e7d1bd7bb7",
"inchikey": "FWBUUGDBUKHCQX-UHFFFAOYSA-N",
"smiles": "NC(=O)c1c(-c2ccc(NC(=O)Nc3cc(C(F)(F)F)ccc3F)cc2)nsc1NC(=O)NCCCN1CCOCC1"
},
"smiles": "NC(=O)c1c(-c2ccc(NC(=O)Nc3cc(C(F)(F)F)ccc3F)cc2)nsc1NC(=O)NCCCN1CCOCC1",
"reactionStepId": "sa_b01a7f29022bb431052cc246",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08969583B2;0262;1588467\",\"rsmi\":\"[C:27](=[O:28])=[N:29][c:30]1[c:31]([F:32])[cH:33][cH:34][c:35]([C:36]([F:37])([F:38])[F:39])[cH:40]1.[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH:6][C:7](=[O:8])[NH:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[s:19][n:20][c:21]1-[c:22]1[cH:23][cH:24][c:25]([NH2:26])[cH:41][cH:42]1>CCN(C(C)C)C(C)C>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH:6][C:7](=[O:8])[NH:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[s:19][n:20][c:21]1-[c:22]1[cH:23][cH:24][c:25]([NH:26][C:27](=[O:28])[NH:29][c:30]2[c:31]([F:32])[cH:33][cH:34][c:35]([C:36]([F:37])([F:38])[F:39])[cH:40]2)[cH:41][cH:42]1\"},\"mapped_reaction_smiles\":\"[C:27](=[O:28])=[N:29][c:30]1[c:31]([F:32])[cH:33][cH:34][c:35]([C:36]([F:37])([F:38])[F:39])[cH:40]1.[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH:6][C:7](=[O:8])[NH:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[s:19][n:20][c:21]1-[c:22]1[cH:23][cH:24][c:25]([NH2:26])[cH:41][cH:42]1>CCN(C(C)C)C(C)C>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH:6][C:7](=[O:8])[NH:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[s:19][n:20][c:21]1-[c:22]1[cH:23][cH:24][c:25]([NH:26][C:27](=[O:28])[NH:29][c:30]2[c:31]([F:32])[cH:33][cH:34][c:35]([C:36]([F:37])([F:38])[F:39])[cH:40]2)[cH:41][cH:42]1\"}",
"reactionStep": {
"id": "sa_b01a7f29022bb431052cc246",
"reactionHash": "1ea5a8c5652472cf466f7efe9b8833d602300b4a48c8d2edc2fc986cdd466947"
},
"children": [
{
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"moleculeId": "sa_5b44460da8e9e4f44b4e3f41",
"parentId": "14112",
"isLeaf": false,
"molecule": {
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"inchikey": "IVEWVUMNGBFGMO-UHFFFAOYSA-N",
"smiles": "NC(=O)c1c(-c2ccc(N)cc2)nsc1NC(=O)NCCCN1CCOCC1"
},
"smiles": "NC(=O)c1c(-c2ccc(N)cc2)nsc1NC(=O)NCCCN1CCOCC1",
"reactionStepId": "sa_4e965a86506d65d843818539",
"template": null,
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"reactionStep": {
"id": "sa_4e965a86506d65d843818539",
"reactionHash": "909730f666e80f5e666e24cec770baf8f8e22bc8fee79d70b68c27c59f7719bf"
},
"children": [
{
"id": "14114",
"routeId": "sa_095c546a6b5f298d3a9f697c",
"moleculeId": "sa_8274e240031549aa226c4c69",
"parentId": "14113",
"isLeaf": false,
"molecule": {
"id": "sa_8274e240031549aa226c4c69",
"inchikey": "XLZMEASIFJCIPE-UHFFFAOYSA-N",
"smiles": "NC(=O)c1c(-c2ccc([N+](=O)[O-])cc2)nsc1NC(=O)NCCCN1CCOCC1"
},
"smiles": "NC(=O)c1c(-c2ccc([N+](=O)[O-])cc2)nsc1NC(=O)NCCCN1CCOCC1",
"reactionStepId": "sa_bb342fbd35d2e802e8a2058d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08969583B2;0247;1588464\",\"rsmi\":\"O=S(=O)(O)[OH:3].[N:1]#[C:2][c:4]1[c:5]([NH:6][C:7](=[O:8])[NH:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[s:19][n:20][c:21]1-[c:22]1[cH:23][cH:24][c:25]([N+:26](=[O:27])[O-:28])[cH:29][cH:30]1>>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH:6][C:7](=[O:8])[NH:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[s:19][n:20][c:21]1-[c:22]1[cH:23][cH:24][c:25]([N+:26](=[O:27])[O-:28])[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(O)[OH:3].[N:1]#[C:2][c:4]1[c:5]([NH:6][C:7](=[O:8])[NH:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[s:19][n:20][c:21]1-[c:22]1[cH:23][cH:24][c:25]([N+:26](=[O:27])[O-:28])[cH:29][cH:30]1>>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH:6][C:7](=[O:8])[NH:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[s:19][n:20][c:21]1-[c:22]1[cH:23][cH:24][c:25]([N+:26](=[O:27])[O-:28])[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_bb342fbd35d2e802e8a2058d",
"reactionHash": "3407c900517f457db2f7d986f831902091f87a0bdcfaf9e529eee484dc944882"
},
"children": [
{
"id": "14115",
"routeId": "sa_095c546a6b5f298d3a9f697c",
"moleculeId": "sa_3e27cfe126a26db89f433527",
"parentId": "14114",
"isLeaf": false,
"molecule": {
"id": "sa_3e27cfe126a26db89f433527",
"inchikey": "OTJPHAIMMGMIRL-UHFFFAOYSA-N",
"smiles": "N#Cc1c(-c2ccc([N+](=O)[O-])cc2)nsc1NC(=O)NCCCN1CCOCC1"
},
"smiles": "N#Cc1c(-c2ccc([N+](=O)[O-])cc2)nsc1NC(=O)NCCCN1CCOCC1",
"reactionStepId": "sa_c1a5c748d3cad8b5a5cbd3cf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08969583B2;0245;1588463\",\"rsmi\":\"[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1.c1ccc(O[C:6]([NH:5][c:4]2[c:3]([C:2]#[N:1])[c:20](-[c:21]3[cH:22][cH:23][c:24]([N+:25](=[O:26])[O-:27])[cH:28][cH:29]3)[n:19][s:18]2)=[O:7])cc1>C1COCCO1>[N:1]#[C:2][c:3]1[c:4]([NH:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][N:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)[s:18][n:19][c:20]1-[c:21]1[cH:22][cH:23][c:24]([N+:25](=[O:26])[O-:27])[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1.c1ccc(O[C:6]([NH:5][c:4]2[c:3]([C:2]#[N:1])[c:20](-[c:21]3[cH:22][cH:23][c:24]([N+:25](=[O:26])[O-:27])[cH:28][cH:29]3)[n:19][s:18]2)=[O:7])cc1>C1COCCO1>[N:1]#[C:2][c:3]1[c:4]([NH:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][N:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)[s:18][n:19][c:20]1-[c:21]1[cH:22][cH:23][c:24]([N+:25](=[O:26])[O-:27])[cH:28][cH:29]1\"}",
"reactionStep": {
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"reactionHash": "de7a5979810b3d965563e66831f95ee74946a52c81893b4e7b48cf39caf7dfb3"
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"children": [
{
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"moleculeId": "sa_ecf0ec612f263428049d25ac",
"parentId": "14115",
"isLeaf": false,
"molecule": {
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"inchikey": "ASWRNXKPCDWHLP-UHFFFAOYSA-N",
"smiles": "N#Cc1c(-c2ccc([N+](=O)[O-])cc2)nsc1NC(=O)Oc1ccccc1"
},
"smiles": "N#Cc1c(-c2ccc([N+](=O)[O-])cc2)nsc1NC(=O)Oc1ccccc1",
"reactionStepId": "sa_58f7d8223fba5b2bf04c8eee",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08969583B2;0242;1588462\",\"rsmi\":\"Cl[C:6](=[O:7])[O:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1.[N:1]#[C:2][c:3]1[c:4]([NH2:5])[s:15][n:16][c:17]1-[c:18]1[cH:19][cH:20][c:21]([N+:22](=[O:23])[O-:24])[cH:25][cH:26]1>CCN(C(C)C)C(C)C.CN(C)c1ccncc1.ClCCCl>[N:1]#[C:2][c:3]1[c:4]([NH:5][C:6](=[O:7])[O:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[s:15][n:16][c:17]1-[c:18]1[cH:19][cH:20][c:21]([N+:22](=[O:23])[O-:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[C:6](=[O:7])[O:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1.[N:1]#[C:2][c:3]1[c:4]([NH2:5])[s:15][n:16][c:17]1-[c:18]1[cH:19][cH:20][c:21]([N+:22](=[O:23])[O-:24])[cH:25][cH:26]1>CCN(C(C)C)C(C)C.CN(C)c1ccncc1.ClCCCl>[N:1]#[C:2][c:3]1[c:4]([NH:5][C:6](=[O:7])[O:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[s:15][n:16][c:17]1-[c:18]1[cH:19][cH:20][c:21]([N+:22](=[O:23])[O-:24])[cH:25][cH:26]1\"}",
"reactionStep": {
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"children": [
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"moleculeId": "sa_c3f902b5f9863db0f23f1ee5",
"parentId": "14116",
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"molecule": {
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"inchikey": "AHWALFGBDFAJAI-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Oc1ccccc1"
},
"smiles": "O=C(Cl)Oc1ccccc1",
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"template": null,
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{
"id": "14118",
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"molecule": {
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"smiles": "N#Cc1c(-c2ccc([N+](=O)[O-])cc2)nsc1N"
},
"smiles": "N#Cc1c(-c2ccc([N+](=O)[O-])cc2)nsc1N",
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{
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"molecule": {
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"smiles": "NCCCN1CCOCC1"
},
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}
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},
{
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"molecule": {
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},
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},
{
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},
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]
}
}