Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C#Cc1ccc(Nc2c(C(=O)NOCCO)c3n(c(=O)c2F)CCC3)c(F)c1
InChiKey
QUXCVJUXKUSVQD-UHFFFAOYSA-N
Route Signature
49906acbf730811410dabf6eb6b73f1250b37ecd51ca12bf601e31d0d7e47207
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_aa6f7e670b97bb07378798eb",
"signature": "49906acbf730811410dabf6eb6b73f1250b37ecd51ca12bf601e31d0d7e47207",
"contentHash": "e606d5eb9a2f27c42dbb1230fd7c4f7f3fa369342bfb9bc8573de7b575161f47",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_abbf59f549cc9d488b0c067e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00599",
"moleculeId": "sa_355cb2fa063331476d8bf92c",
"smiles": "C#Cc1ccc(Nc2c(C(=O)NOCCO)c3n(c(=O)c2F)CCC3)c(F)c1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_355cb2fa063331476d8bf92c",
"inchikey": "QUXCVJUXKUSVQD-UHFFFAOYSA-N",
"smiles": "C#Cc1ccc(Nc2c(C(=O)NOCCO)c3n(c(=O)c2F)CCC3)c(F)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13563",
"routeId": "sa_aa6f7e670b97bb07378798eb",
"moleculeId": "sa_355cb2fa063331476d8bf92c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_355cb2fa063331476d8bf92c",
"inchikey": "QUXCVJUXKUSVQD-UHFFFAOYSA-N",
"smiles": "C#Cc1ccc(Nc2c(C(=O)NOCCO)c3n(c(=O)c2F)CCC3)c(F)c1"
},
"smiles": "C#Cc1ccc(Nc2c(C(=O)NOCCO)c3n(c(=O)c2F)CCC3)c(F)c1",
"reactionStepId": "sa_08a99f544bb6ee53487056a2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090124595A1;0493;702238\",\"rsmi\":\"C[Si](C)(C)[C:2]#[CH:1].I[c:3]1[cH:4][c:5]([F:6])[c:7]([NH:8][c:9]2[c:10]([F:11])[c:12](=[O:13])[n:14]3[c:18]([c:19]2[C:20](=[O:21])[NH:22][O:23][CH2:24][CH2:25][OH:26])[CH2:17][CH2:16][CH2:15]3)[cH:27][cH:28]1>C1CCOC1.C1CCOC1.CCN(CC)CC.CN(C)C=O.CO.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.I[Cu]I.O=C(O)O.[K+].[K+]>[CH:1]#[C:2][c:3]1[cH:4][c:5]([F:6])[c:7]([NH:8][c:9]2[c:10]([F:11])[c:12](=[O:13])[n:14]3[c:18]([c:19]2[C:20](=[O:21])[NH:22][O:23][CH2:24][CH2:25][OH:26])[CH2:17][CH2:16][CH2:15]3)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)[C:2]#[CH:1].I[c:3]1[cH:4][c:5]([F:6])[c:7]([NH:8][c:9]2[c:10]([F:11])[c:12](=[O:13])[n:14]3[c:18]([c:19]2[C:20](=[O:21])[NH:22][O:23][CH2:24][CH2:25][OH:26])[CH2:17][CH2:16][CH2:15]3)[cH:27][cH:28]1>C1CCOC1.C1CCOC1.CCN(CC)CC.CN(C)C=O.CO.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.I[Cu]I.O=C(O)O.[K+].[K+]>[CH:1]#[C:2][c:3]1[cH:4][c:5]([F:6])[c:7]([NH:8][c:9]2[c:10]([F:11])[c:12](=[O:13])[n:14]3[c:18]([c:19]2[C:20](=[O:21])[NH:22][O:23][CH2:24][CH2:25][OH:26])[CH2:17][CH2:16][CH2:15]3)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_08a99f544bb6ee53487056a2",
"reactionHash": "0db28e54243dc575ebdc34e0ce655907572e58dac188154d7880fa70b655017d"
},
"children": [
{
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"routeId": "sa_aa6f7e670b97bb07378798eb",
"moleculeId": "sa_95a9277ba0d873f43bb42b7f",
"parentId": "13563",
"isLeaf": true,
"molecule": {
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"inchikey": "CWMFRHBXRUITQE-UHFFFAOYSA-N",
"smiles": "C#C[Si](C)(C)C"
},
"smiles": "C#C[Si](C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13565",
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"moleculeId": "sa_e8639dc09b8b0d60c817d146",
"parentId": "13563",
"isLeaf": false,
"molecule": {
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"inchikey": "MIBKUYFVZVEADN-UHFFFAOYSA-N",
"smiles": "O=C(NOCCO)c1c(Nc2ccc(I)cc2F)c(F)c(=O)n2c1CCC2"
},
"smiles": "O=C(NOCCO)c1c(Nc2ccc(I)cc2F)c(F)c(=O)n2c1CCC2",
"reactionStepId": "sa_5f27d49181e6af9012a02c2d",
"template": null,
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"reactionStep": {
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"reactionHash": "dbd1fba829213765be040ebf8d9c06c995a9a66784607e9fd142eb54eaf53362"
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"molecule": {
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"smiles": "CC(C)(C)OCCONC(=O)c1c(Nc2ccc(I)cc2F)c(F)c(=O)n2c1CCC2"
},
"smiles": "CC(C)(C)OCCONC(=O)c1c(Nc2ccc(I)cc2F)c(F)c(=O)n2c1CCC2",
"reactionStepId": "sa_4a547d7744c7eea84cc1b4b8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090124595A1;0467;702224\",\"rsmi\":\"O[C:10](=[O:11])[c:12]1[c:13]2[n:17]([c:18](=[O:19])[c:20]([F:21])[c:22]1[NH:23][c:24]1[c:25]([F:26])[cH:27][c:28]([I:29])[cH:30][cH:31]1)[CH2:16][CH2:15][CH2:14]2.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][CH2:6][CH2:7][O:8][NH2:9]>CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.CN1CCOCC1.F[PH](F)(F)(F)(F)F>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][CH2:6][CH2:7][O:8][NH:9][C:10](=[O:11])[c:12]1[c:13]2[n:17]([c:18](=[O:19])[c:20]([F:21])[c:22]1[NH:23][c:24]1[c:25]([F:26])[cH:27][c:28]([I:29])[cH:30][cH:31]1)[CH2:16][CH2:15][CH2:14]2\"},\"mapped_reaction_smiles\":\"O[C:10](=[O:11])[c:12]1[c:13]2[n:17]([c:18](=[O:19])[c:20]([F:21])[c:22]1[NH:23][c:24]1[c:25]([F:26])[cH:27][c:28]([I:29])[cH:30][cH:31]1)[CH2:16][CH2:15][CH2:14]2.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][CH2:6][CH2:7][O:8][NH2:9]>CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.CN1CCOCC1.F[PH](F)(F)(F)(F)F>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][CH2:6][CH2:7][O:8][NH:9][C:10](=[O:11])[c:12]1[c:13]2[n:17]([c:18](=[O:19])[c:20]([F:21])[c:22]1[NH:23][c:24]1[c:25]([F:26])[cH:27][c:28]([I:29])[cH:30][cH:31]1)[CH2:16][CH2:15][CH2:14]2\"}",
"reactionStep": {
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"reactionHash": "9ad45d8d9761ffa7e54470a32c2625756e5e8a6852fab3e129cbbdda675824bd"
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"children": [
{
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},
"smiles": "O=C(O)c1c(Nc2ccc(I)cc2F)c(F)c(=O)n2c1CCC2",
"reactionStepId": "sa_8c07349f2862572a0aadb0be",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090124595A1;0461;702222\",\"rsmi\":\"Cl[c:14]1[c:4]([C:2](=[O:1])[OH:3])[c:5]2[n:9]([c:10](=[O:11])[c:12]1[F:13])[CH2:8][CH2:7][CH2:6]2.[NH2:15][c:16]1[c:17]([F:18])[cH:19][c:20]([I:21])[cH:22][cH:23]1>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.[Li+]>[O:1]=[C:2]([OH:3])[c:4]1[c:5]2[n:9]([c:10](=[O:11])[c:12]([F:13])[c:14]1[NH:15][c:16]1[c:17]([F:18])[cH:19][c:20]([I:21])[cH:22][cH:23]1)[CH2:8][CH2:7][CH2:6]2\"},\"mapped_reaction_smiles\":\"Cl[c:14]1[c:4]([C:2](=[O:1])[OH:3])[c:5]2[n:9]([c:10](=[O:11])[c:12]1[F:13])[CH2:8][CH2:7][CH2:6]2.[NH2:15][c:16]1[c:17]([F:18])[cH:19][c:20]([I:21])[cH:22][cH:23]1>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.[Li+]>[O:1]=[C:2]([OH:3])[c:4]1[c:5]2[n:9]([c:10](=[O:11])[c:12]([F:13])[c:14]1[NH:15][c:16]1[c:17]([F:18])[cH:19][c:20]([I:21])[cH:22][cH:23]1)[CH2:8][CH2:7][CH2:6]2\"}",
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"children": [
{
"id": "13568",
"routeId": "sa_aa6f7e670b97bb07378798eb",
"moleculeId": "sa_3cd0c14d967fa04960ac1db1",
"parentId": "13567",
"isLeaf": true,
"molecule": {
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"inchikey": "CUMTUBVTKOYYOU-UHFFFAOYSA-N",
"smiles": "Nc1ccc(I)cc1F"
},
"smiles": "Nc1ccc(I)cc1F",
"reactionStepId": null,
"template": null,
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},
{
"id": "13569",
"routeId": "sa_aa6f7e670b97bb07378798eb",
"moleculeId": "sa_4e823ace97182d90f2abf183",
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"molecule": {
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"inchikey": "IZBNSFQWHVQRTK-UHFFFAOYSA-N",
"smiles": "O=C(O)c1c(Cl)c(F)c(=O)n2c1CCC2"
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"smiles": "O=C(O)c1c(Cl)c(F)c(=O)n2c1CCC2",
"reactionStepId": "sa_c27f54c28146a9374e91986f",
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"metadata": "{\"annotations\":{\"ID\":\"US20090124595A1;0460;702221\",\"rsmi\":\"C[O:3][C:2](=[O:1])[c:4]1[c:5]2[n:9]([c:10](=[O:11])[c:12]([F:13])[c:14]1[Cl:15])[CH2:8][CH2:7][CH2:6]2>C1CCOC1.CO.Cl.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[c:5]2[n:9]([c:10](=[O:11])[c:12]([F:13])[c:14]1[Cl:15])[CH2:8][CH2:7][CH2:6]2\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[c:4]1[c:5]2[n:9]([c:10](=[O:11])[c:12]([F:13])[c:14]1[Cl:15])[CH2:8][CH2:7][CH2:6]2>C1CCOC1.CO.Cl.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[c:5]2[n:9]([c:10](=[O:11])[c:12]([F:13])[c:14]1[Cl:15])[CH2:8][CH2:7][CH2:6]2\"}",
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{
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{
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"smiles": "CC(C)(C)OCCON"
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]
}
]
}
}