Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Nc1ncc(C(=O)NCCO)c2scc(COc3cccc(OCc4ccc(Cl)cc4)c3)c12
InChiKey
FKQDFLISNIMHNF-UHFFFAOYSA-N
Route Signature
8971f2e4ffdc33b7017342378dfc5b0f6437ec496daca08b5bd551622ce9d309
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_6ccfe790e446c61a7e461f51",
"signature": "8971f2e4ffdc33b7017342378dfc5b0f6437ec496daca08b5bd551622ce9d309",
"contentHash": "3d105ad791fdbe66f4b16dc090d65c71dd80f83caae2c11f41856d18bdc797b6",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_c03d7a15a6cbcbc3bc0c0471",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01558",
"moleculeId": "sa_92928a34f2bd8bc425df78fe",
"smiles": "Nc1ncc(C(=O)NCCO)c2scc(COc3cccc(OCc4ccc(Cl)cc4)c3)c12",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_92928a34f2bd8bc425df78fe",
"inchikey": "FKQDFLISNIMHNF-UHFFFAOYSA-N",
"smiles": "Nc1ncc(C(=O)NCCO)c2scc(COc3cccc(OCc4ccc(Cl)cc4)c3)c12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10284",
"routeId": "sa_6ccfe790e446c61a7e461f51",
"moleculeId": "sa_92928a34f2bd8bc425df78fe",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_92928a34f2bd8bc425df78fe",
"inchikey": "FKQDFLISNIMHNF-UHFFFAOYSA-N",
"smiles": "Nc1ncc(C(=O)NCCO)c2scc(COc3cccc(OCc4ccc(Cl)cc4)c3)c12"
},
"smiles": "Nc1ncc(C(=O)NCCO)c2scc(COc3cccc(OCc4ccc(Cl)cc4)c3)c12",
"reactionStepId": "sa_6068e974f78ab9f87c9331cb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070060607A1;0253;440831\",\"rsmi\":\"CCO[C:6]([c:5]1[cH:4][n:3][c:2]([NH2:1])[c:13]2[c:12]1[s:33][cH:32][c:14]2[CH2:15][O:16][c:17]1[cH:18][c:19]([O:20][CH2:21][c:22]2[cH:23][cH:24][c:25]([Cl:26])[cH:27][cH:28]2)[cH:29][cH:30][cH:31]1)=[O:7].[NH2:8][CH2:9][CH2:10][OH:11]>CS(C)=O>[NH2:1][c:2]1[n:3][cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][CH2:10][OH:11])[c:12]2[c:13]1[c:14]([CH2:15][O:16][c:17]1[cH:18][c:19]([O:20][CH2:21][c:22]3[cH:23][cH:24][c:25]([Cl:26])[cH:27][cH:28]3)[cH:29][cH:30][cH:31]1)[cH:32][s:33]2\"},\"mapped_reaction_smiles\":\"CCO[C:6]([c:5]1[cH:4][n:3][c:2]([NH2:1])[c:13]2[c:12]1[s:33][cH:32][c:14]2[CH2:15][O:16][c:17]1[cH:18][c:19]([O:20][CH2:21][c:22]2[cH:23][cH:24][c:25]([Cl:26])[cH:27][cH:28]2)[cH:29][cH:30][cH:31]1)=[O:7].[NH2:8][CH2:9][CH2:10][OH:11]>CS(C)=O>[NH2:1][c:2]1[n:3][cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][CH2:10][OH:11])[c:12]2[c:13]1[c:14]([CH2:15][O:16][c:17]1[cH:18][c:19]([O:20][CH2:21][c:22]3[cH:23][cH:24][c:25]([Cl:26])[cH:27][cH:28]3)[cH:29][cH:30][cH:31]1)[cH:32][s:33]2\"}",
"reactionStep": {
"id": "sa_6068e974f78ab9f87c9331cb",
"reactionHash": "79b98e34577a84eb5bf7f258bc4e09da57f4e2777bfe218f76258f9090948b28"
},
"children": [
{
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"routeId": "sa_6ccfe790e446c61a7e461f51",
"moleculeId": "sa_102608c4a2e1148404a79ec6",
"parentId": "10284",
"isLeaf": false,
"molecule": {
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"inchikey": "FWNKIYOKBZSVCX-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(N)c2c(COc3cccc(OCc4ccc(Cl)cc4)c3)csc12"
},
"smiles": "CCOC(=O)c1cnc(N)c2c(COc3cccc(OCc4ccc(Cl)cc4)c3)csc12",
"reactionStepId": "sa_92874182175a3b2fad27bf6b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070060607A1;0250;440830\",\"rsmi\":\"Cl[c:9]1[n:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:12]2[c:11]1[c:15]([CH2:16][O:17][c:18]1[cH:19][c:20]([O:21][CH2:22][c:23]3[cH:24][cH:25][c:26]([Cl:27])[cH:28][cH:29]3)[cH:30][cH:31][cH:32]1)[cH:14][s:13]2.[NH3:10]>C1COCCO1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([NH2:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH2:16][O:17][c:18]1[cH:19][c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][c:26]([Cl:27])[cH:28][cH:29]2)[cH:30][cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[n:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:12]2[c:11]1[c:15]([CH2:16][O:17][c:18]1[cH:19][c:20]([O:21][CH2:22][c:23]3[cH:24][cH:25][c:26]([Cl:27])[cH:28][cH:29]3)[cH:30][cH:31][cH:32]1)[cH:14][s:13]2.[NH3:10]>C1COCCO1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([NH2:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH2:16][O:17][c:18]1[cH:19][c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][c:26]([Cl:27])[cH:28][cH:29]2)[cH:30][cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_92874182175a3b2fad27bf6b",
"reactionHash": "49f23de3cb7da8db3e17849e9ea5e7900376abbddc8795fb6dce8e46da0bbd86"
},
"children": [
{
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"moleculeId": "sa_e27a8209a41ce40754eb149c",
"parentId": "10285",
"isLeaf": false,
"molecule": {
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"inchikey": "LGVGAMNYFBAHPF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c2c(COc3cccc(OCc4ccc(Cl)cc4)c3)csc12"
},
"smiles": "CCOC(=O)c1cnc(Cl)c2c(COc3cccc(OCc4ccc(Cl)cc4)c3)csc12",
"reactionStepId": "sa_690f87474b77b63c89e8c04f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070060607A1;0248;440829\",\"rsmi\":\"Br[CH2:16][c:15]1[c:11]2[c:9]([Cl:10])[n:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:12]2[s:13][cH:14]1.[OH:17][c:18]1[cH:19][c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][c:26]([Cl:27])[cH:28][cH:29]2)[cH:30][cH:31][cH:32]1>C1COCCOCCOCCOCCOCCO1.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH2:16][O:17][c:18]1[cH:19][c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][c:26]([Cl:27])[cH:28][cH:29]2)[cH:30][cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Br[CH2:16][c:15]1[c:11]2[c:9]([Cl:10])[n:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:12]2[s:13][cH:14]1.[OH:17][c:18]1[cH:19][c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][c:26]([Cl:27])[cH:28][cH:29]2)[cH:30][cH:31][cH:32]1>C1COCCOCCOCCOCCOCCO1.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH2:16][O:17][c:18]1[cH:19][c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][c:26]([Cl:27])[cH:28][cH:29]2)[cH:30][cH:31][cH:32]1\"}",
"reactionStep": {
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"reactionHash": "0f305b9455b41c432ab8243d36e4dfc0635d0b01558c05e0665307e4a68e49e6"
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"molecule": {
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"inchikey": "LXLXFZVZXDUUSO-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c2c(CBr)csc12"
},
"smiles": "CCOC(=O)c1cnc(Cl)c2c(CBr)csc12",
"reactionStepId": "sa_19efb994dc8f50565fa2cac1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070060607A1;0209;440821\",\"rsmi\":\"O=C1CCC(=O)N1[Br:17].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH3:16]>CC(C)(C#N)N=NC(C)(C)C#N.ClC(Cl)(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH2:16][Br:17]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:17].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH3:16]>CC(C)(C#N)N=NC(C)(C)C#N.ClC(Cl)(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH2:16][Br:17]\"}",
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"reactionStepId": "sa_febc8535d593e7b550212b00",
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"metadata": "{\"annotations\":{\"ID\":\"US20070060607A1;0206;440820\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:10].O=[c:9]1[nH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:12]2[c:11]1[c:15]([CH3:16])[cH:14][s:13]2>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH3:16]\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:10].O=[c:9]1[nH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:12]2[c:11]1[c:15]([CH3:16])[cH:14][s:13]2>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH3:16]\"}",
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"molecule": {
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"smiles": "O=P(Cl)(Cl)Cl"
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{
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"smiles": "CCOC(=O)c1c[nH]c(=O)c2c(C)csc12",
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{
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"molecule": {
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"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
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{
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"molecule": {
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"inchikey": "OSTALVRPSNAAOC-UHFFFAOYSA-N",
"smiles": "Oc1cccc(OCc2ccc(Cl)cc2)c1"
},
"smiles": "Oc1cccc(OCc2ccc(Cl)cc2)c1",
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"metadata": "{\"annotations\":{\"ID\":\"US20070060607A1;0246;440828\",\"rsmi\":\"Br[CH2:6][c:7]1[cH:8][cH:9][c:10]([Cl:11])[cH:12][cH:13]1.[OH:1][c:2]1[cH:3][c:4]([OH:5])[cH:14][cH:15][cH:16]1>CC#N.O=C(O)O.[K+].[K+]>[OH:1][c:2]1[cH:3][c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][c:10]([Cl:11])[cH:12][cH:13]2)[cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"Br[CH2:6][c:7]1[cH:8][cH:9][c:10]([Cl:11])[cH:12][cH:13]1.[OH:1][c:2]1[cH:3][c:4]([OH:5])[cH:14][cH:15][cH:16]1>CC#N.O=C(O)O.[K+].[K+]>[OH:1][c:2]1[cH:3][c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][c:10]([Cl:11])[cH:12][cH:13]2)[cH:14][cH:15][cH:16]1\"}",
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{
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{
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}
}