Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(Cl)cccc1NC(=O)c1cc(NC(=O)c2c(F)cccc2Cl)cc2[nH]c(N(C)C)nc12
InChiKey
BQYBXELFRCBJHT-UHFFFAOYSA-N
Route Signature
65063aa9fef934af31e17a5acf5415c3f0f8fc534165931f04df6a969c0968b3
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c58511d990b75df4f0b6d83e",
"signature": "65063aa9fef934af31e17a5acf5415c3f0f8fc534165931f04df6a969c0968b3",
"contentHash": "0dadf969be3eb2c408f5c33ae4fa09e1732e26d9d2d953dea10e22cf8f396dba",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_cba66619dcce2e1c42076906",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07402",
"moleculeId": "sa_5de16836c844334166943831",
"smiles": "Cc1c(Cl)cccc1NC(=O)c1cc(NC(=O)c2c(F)cccc2Cl)cc2[nH]c(N(C)C)nc12",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_5de16836c844334166943831",
"inchikey": "BQYBXELFRCBJHT-UHFFFAOYSA-N",
"smiles": "Cc1c(Cl)cccc1NC(=O)c1cc(NC(=O)c2c(F)cccc2Cl)cc2[nH]c(N(C)C)nc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16204",
"routeId": "sa_c58511d990b75df4f0b6d83e",
"moleculeId": "sa_5de16836c844334166943831",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5de16836c844334166943831",
"inchikey": "BQYBXELFRCBJHT-UHFFFAOYSA-N",
"smiles": "Cc1c(Cl)cccc1NC(=O)c1cc(NC(=O)c2c(F)cccc2Cl)cc2[nH]c(N(C)C)nc12"
},
"smiles": "Cc1c(Cl)cccc1NC(=O)c1cc(NC(=O)c2c(F)cccc2Cl)cc2[nH]c(N(C)C)nc12",
"reactionStepId": "sa_9232272ad767c2c0cbda4af0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046612A1;0890;1839614\",\"rsmi\":\"Cl[C:11](=[O:12])[c:13]1[c:14]([Cl:15])[cH:16][cH:17][cH:18][c:19]1[F:20].[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([NH2:10])[cH:21][c:22]3[c:23]2[n:24][c:25]([N:26]([CH3:27])[CH3:28])[nH:29]3)[cH:30][cH:31][cH:32][c:33]1[Cl:34]>C1CCOC1.CCN(C(C)C)C(C)C.CCOC(C)=O>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([NH:10][C:11](=[O:12])[c:13]3[c:14]([Cl:15])[cH:16][cH:17][cH:18][c:19]3[F:20])[cH:21][c:22]3[c:23]2[n:24][c:25]([N:26]([CH3:27])[CH3:28])[nH:29]3)[cH:30][cH:31][cH:32][c:33]1[Cl:34]\"},\"mapped_reaction_smiles\":\"Cl[C:11](=[O:12])[c:13]1[c:14]([Cl:15])[cH:16][cH:17][cH:18][c:19]1[F:20].[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([NH2:10])[cH:21][c:22]3[c:23]2[n:24][c:25]([N:26]([CH3:27])[CH3:28])[nH:29]3)[cH:30][cH:31][cH:32][c:33]1[Cl:34]>C1CCOC1.CCN(C(C)C)C(C)C.CCOC(C)=O>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([NH:10][C:11](=[O:12])[c:13]3[c:14]([Cl:15])[cH:16][cH:17][cH:18][c:19]3[F:20])[cH:21][c:22]3[c:23]2[n:24][c:25]([N:26]([CH3:27])[CH3:28])[nH:29]3)[cH:30][cH:31][cH:32][c:33]1[Cl:34]\"}",
"reactionStep": {
"id": "sa_9232272ad767c2c0cbda4af0",
"reactionHash": "4d1e265850198595ae069fb7d78a34f05a81f1a9c06645a47b203e08dbcc2853"
},
"children": [
{
"id": "16205",
"routeId": "sa_c58511d990b75df4f0b6d83e",
"moleculeId": "sa_ee8cfa2e95847b346c0747cc",
"parentId": "16204",
"isLeaf": true,
"molecule": {
"id": "sa_ee8cfa2e95847b346c0747cc",
"inchikey": "GFNAJZAKJGKJCS-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1c(F)cccc1Cl"
},
"smiles": "O=C(Cl)c1c(F)cccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16206",
"routeId": "sa_c58511d990b75df4f0b6d83e",
"moleculeId": "sa_23f45b01c37d889809852141",
"parentId": "16204",
"isLeaf": false,
"molecule": {
"id": "sa_23f45b01c37d889809852141",
"inchikey": "WKJYTZPQFJUZIO-UHFFFAOYSA-N",
"smiles": "Cc1c(Cl)cccc1NC(=O)c1cc(N)cc2[nH]c(N(C)C)nc12"
},
"smiles": "Cc1c(Cl)cccc1NC(=O)c1cc(N)cc2[nH]c(N(C)C)nc12",
"reactionStepId": "sa_c0a4dc85f57161938ea56524",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046612A1;0889;1839613\",\"rsmi\":\"O=[N+:10]([O-])[c:9]1[cH:8][c:7]([C:5]([NH:4][c:3]2[c:2]([CH3:1])[c:23]([Cl:24])[cH:22][cH:21][cH:20]2)=[O:6])[c:13]2[c:12]([cH:11]1)[nH:19][c:15]([N:16]([CH3:17])[CH3:18])[n:14]2>C1CCOC1.CCO.CO.Cl.[Pt]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([NH2:10])[cH:11][c:12]3[c:13]2[n:14][c:15]([N:16]([CH3:17])[CH3:18])[nH:19]3)[cH:20][cH:21][cH:22][c:23]1[Cl:24]\"},\"mapped_reaction_smiles\":\"O=[N+:10]([O-])[c:9]1[cH:8][c:7]([C:5]([NH:4][c:3]2[c:2]([CH3:1])[c:23]([Cl:24])[cH:22][cH:21][cH:20]2)=[O:6])[c:13]2[c:12]([cH:11]1)[nH:19][c:15]([N:16]([CH3:17])[CH3:18])[n:14]2>C1CCOC1.CCO.CO.Cl.[Pt]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([NH2:10])[cH:11][c:12]3[c:13]2[n:14][c:15]([N:16]([CH3:17])[CH3:18])[nH:19]3)[cH:20][cH:21][cH:22][c:23]1[Cl:24]\"}",
"reactionStep": {
"id": "sa_c0a4dc85f57161938ea56524",
"reactionHash": "7bc112221a3643a8530f9f3037f5bb5df12823ebbe83b348b89eeb99d10166f2"
},
"children": [
{
"id": "16207",
"routeId": "sa_c58511d990b75df4f0b6d83e",
"moleculeId": "sa_9eb027cfd1430edf91c649b0",
"parentId": "16206",
"isLeaf": false,
"molecule": {
"id": "sa_9eb027cfd1430edf91c649b0",
"inchikey": "JVZWYNASNDQFLJ-UHFFFAOYSA-N",
"smiles": "Cc1c(Cl)cccc1NC(=O)c1cc([N+](=O)[O-])cc2[nH]c(N(C)C)nc12"
},
"smiles": "Cc1c(Cl)cccc1NC(=O)c1cc([N+](=O)[O-])cc2[nH]c(N(C)C)nc12",
"reactionStepId": "sa_e0deab6cd8eba6a021ea1bee",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046612A1;0888;1839612\",\"rsmi\":\"O[C:5](=[O:6])[c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]2[c:15]1[n:16][c:17]([N:18]([CH3:19])[CH3:20])[nH:21]2.[CH3:1][c:2]1[c:3]([NH2:4])[cH:22][cH:23][cH:24][c:25]1[Cl:26]>C1CCOC1.CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]3[c:15]2[n:16][c:17]([N:18]([CH3:19])[CH3:20])[nH:21]3)[cH:22][cH:23][cH:24][c:25]1[Cl:26]\"},\"mapped_reaction_smiles\":\"O[C:5](=[O:6])[c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]2[c:15]1[n:16][c:17]([N:18]([CH3:19])[CH3:20])[nH:21]2.[CH3:1][c:2]1[c:3]([NH2:4])[cH:22][cH:23][cH:24][c:25]1[Cl:26]>C1CCOC1.CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]3[c:15]2[n:16][c:17]([N:18]([CH3:19])[CH3:20])[nH:21]3)[cH:22][cH:23][cH:24][c:25]1[Cl:26]\"}",
"reactionStep": {
"id": "sa_e0deab6cd8eba6a021ea1bee",
"reactionHash": "73bfaa3b01a6474260c3a8786325998752ccb3a00d06e7a0ecbc9a01276bcc08"
},
"children": [
{
"id": "16208",
"routeId": "sa_c58511d990b75df4f0b6d83e",
"moleculeId": "sa_99033bd242452bef915b5227",
"parentId": "16207",
"isLeaf": false,
"molecule": {
"id": "sa_99033bd242452bef915b5227",
"inchikey": "ZJVTUUZWMYFFLH-UHFFFAOYSA-N",
"smiles": "CN(C)c1nc2c(C(=O)O)cc([N+](=O)[O-])cc2[nH]1"
},
"smiles": "CN(C)c1nc2c(C(=O)O)cc([N+](=O)[O-])cc2[nH]1",
"reactionStepId": "sa_c96124b3da60bb460d0cc14a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046612A1;0887;1839611\",\"rsmi\":\"C[O:17][C:15]([c:14]1[c:6]2[n:5][c:4]([N:2]([CH3:1])[CH3:3])[nH:18][c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13]1)=[O:16]>C1CCOC1.O.O.[Li+].O>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6]2[c:7]([cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]2[C:15](=[O:16])[OH:17])[nH:18]1\"},\"mapped_reaction_smiles\":\"C[O:17][C:15]([c:14]1[c:6]2[n:5][c:4]([N:2]([CH3:1])[CH3:3])[nH:18][c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13]1)=[O:16]>C1CCOC1.O.O.[Li+].O>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6]2[c:7]([cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]2[C:15](=[O:16])[OH:17])[nH:18]1\"}",
"reactionStep": {
"id": "sa_c96124b3da60bb460d0cc14a",
"reactionHash": "d25016927c8b91e4700f8502e2f7de160a21899a3dbd1b700c27da7fa711c1aa"
},
"children": [
{
"id": "16209",
"routeId": "sa_c58511d990b75df4f0b6d83e",
"moleculeId": "sa_3a8032d2541715c34e66dc71",
"parentId": "16208",
"isLeaf": true,
"molecule": {
"id": "sa_3a8032d2541715c34e66dc71",
"inchikey": "KBDYMRFHPOXBAF-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc([N+](=O)[O-])cc2[nH]c(N(C)C)nc12"
},
"smiles": "COC(=O)c1cc([N+](=O)[O-])cc2[nH]c(N(C)C)nc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16210",
"routeId": "sa_c58511d990b75df4f0b6d83e",
"moleculeId": "sa_fc73b414ffb1087b6c4de9ff",
"parentId": "16207",
"isLeaf": true,
"molecule": {
"id": "sa_fc73b414ffb1087b6c4de9ff",
"inchikey": "ZUVPLKVDZNDZCM-UHFFFAOYSA-N",
"smiles": "Cc1c(N)cccc1Cl"
},
"smiles": "Cc1c(N)cccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}