Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(Br)c2c(c1)nn1c(C3CCN(C(=O)OC(C)(C)C)CC3)cc(=O)[nH]c21
InChiKey
QXKOTDLRBRNYCJ-UHFFFAOYSA-N
Route Signature
9772e511cb86bd49e51ffba5f240bd665f3f601d85d39244be663c1810e2d271
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5dbe7b0ae787a5b8b50ce1d6",
"signature": "9772e511cb86bd49e51ffba5f240bd665f3f601d85d39244be663c1810e2d271",
"contentHash": "46d42e5052c9dbd5fde71041b64c810a25bbc7e5003e5989f5a7712257a85115",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_10c901b5862795d4a5763cf9",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-01083",
"moleculeId": "sa_341e421d3aaa123498a0287a",
"smiles": "Cc1cc(Br)c2c(c1)nn1c(C3CCN(C(=O)OC(C)(C)C)CC3)cc(=O)[nH]c21",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_341e421d3aaa123498a0287a",
"inchikey": "QXKOTDLRBRNYCJ-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)c2c(c1)nn1c(C3CCN(C(=O)OC(C)(C)C)CC3)cc(=O)[nH]c21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "1290",
"routeId": "sa_5dbe7b0ae787a5b8b50ce1d6",
"moleculeId": "sa_341e421d3aaa123498a0287a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_341e421d3aaa123498a0287a",
"inchikey": "QXKOTDLRBRNYCJ-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)c2c(c1)nn1c(C3CCN(C(=O)OC(C)(C)C)CC3)cc(=O)[nH]c21"
},
"smiles": "Cc1cc(Br)c2c(c1)nn1c(C3CCN(C(=O)OC(C)(C)C)CC3)cc(=O)[nH]c21",
"reactionStepId": "sa_61fece97db807876b72343c0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150126449A1;0801;1685446\",\"rsmi\":\"CC1(C)OC(=O)[CH:21]([C:7](=O)[CH:8]2[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:19][CH2:20]2)[C:22](=[O:23])O1.[CH3:1][c:2]1[cH:3][c:4]2[nH:5][n:6][c:25]([NH2:24])[c:26]2[c:27]([Br:28])[cH:29]1>CC#N.O=P(O)(O)O.[K+].[K+].[K+]>[CH3:1][c:2]1[cH:3][c:4]2[n:5][n:6]3[c:7]([CH:8]4[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:19][CH2:20]4)[cH:21][c:22](=[O:23])[nH:24][c:25]3[c:26]2[c:27]([Br:28])[cH:29]1\"},\"mapped_reaction_smiles\":\"CC1(C)OC(=O)[CH:21]([C:7](=O)[CH:8]2[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:19][CH2:20]2)[C:22](=[O:23])O1.[CH3:1][c:2]1[cH:3][c:4]2[nH:5][n:6][c:25]([NH2:24])[c:26]2[c:27]([Br:28])[cH:29]1>CC#N.O=P(O)(O)O.[K+].[K+].[K+]>[CH3:1][c:2]1[cH:3][c:4]2[n:5][n:6]3[c:7]([CH:8]4[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:19][CH2:20]4)[cH:21][c:22](=[O:23])[nH:24][c:25]3[c:26]2[c:27]([Br:28])[cH:29]1\"}",
"reactionStep": {
"id": "sa_61fece97db807876b72343c0",
"reactionHash": "ae0a901cff521adb180b598778dbc36e6f79b5d73c7d7df2630ce687978a4c14"
},
"children": [
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"routeId": "sa_5dbe7b0ae787a5b8b50ce1d6",
"moleculeId": "sa_5554aabb76a83e38c50d6d8a",
"parentId": "1290",
"isLeaf": false,
"molecule": {
"id": "sa_5554aabb76a83e38c50d6d8a",
"inchikey": "FLLXQDIQYCBDHG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(C(=O)C2C(=O)OC(C)(C)OC2=O)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(C(=O)C2C(=O)OC(C)(C)OC2=O)CC1",
"reactionStepId": "sa_bc67f0844d7bd459847e3bc4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150126449A1;0338;1685305\",\"rsmi\":\"O[C:12]([CH:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:25][CH2:24]1)=[O:13].[CH2:14]1[C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[O:21][C:22]1=[O:23]>CCN=C=NCCCN(C)C.CN(C)c1ccncc1.Cl.ClCCl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([C:12](=[O:13])[CH:14]2[C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[O:21][C:22]2=[O:23])[CH2:24][CH2:25]1\"},\"mapped_reaction_smiles\":\"O[C:12]([CH:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:25][CH2:24]1)=[O:13].[CH2:14]1[C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[O:21][C:22]1=[O:23]>CCN=C=NCCCN(C)C.CN(C)c1ccncc1.Cl.ClCCl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([C:12](=[O:13])[CH:14]2[C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[O:21][C:22]2=[O:23])[CH2:24][CH2:25]1\"}",
"reactionStep": {
"id": "sa_bc67f0844d7bd459847e3bc4",
"reactionHash": "de379b54a02353d0c53ba84e25f6e9aed9b907ef6a42251a327f25621081aaa1"
},
"children": [
{
"id": "1292",
"routeId": "sa_5dbe7b0ae787a5b8b50ce1d6",
"moleculeId": "sa_3ae9d711b7fee7cd0690b5a8",
"parentId": "1291",
"isLeaf": true,
"molecule": {
"id": "sa_3ae9d711b7fee7cd0690b5a8",
"inchikey": "GXHFUVWIGNLZSC-UHFFFAOYSA-N",
"smiles": "CC1(C)OC(=O)CC(=O)O1"
},
"smiles": "CC1(C)OC(=O)CC(=O)O1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1293",
"routeId": "sa_5dbe7b0ae787a5b8b50ce1d6",
"moleculeId": "sa_dc27c9e8a13a89af1784a25f",
"parentId": "1291",
"isLeaf": true,
"molecule": {
"id": "sa_dc27c9e8a13a89af1784a25f",
"inchikey": "JWOHBPPVVDQMKB-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(C(=O)O)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(C(=O)O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
},
{
"id": "1294",
"routeId": "sa_5dbe7b0ae787a5b8b50ce1d6",
"moleculeId": "sa_fea1e3625a82f83800e6c2a5",
"parentId": "1290",
"isLeaf": false,
"molecule": {
"id": "sa_fea1e3625a82f83800e6c2a5",
"inchikey": "OECVNPHOPGPKCE-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)c2c(N)n[nH]c2c1"
},
"smiles": "Cc1cc(Br)c2c(N)n[nH]c2c1",
"reactionStepId": "sa_47cb68576d926b7a00085e76",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150126449A1;0798;1685445\",\"rsmi\":\"F[c:7]1[c:6]([C:11]#[N:12])[c:4]([Br:5])[cH:3][c:2]([CH3:1])[cH:8]1.[NH2:9][NH2:10]>CCO.O>[CH3:1][c:2]1[cH:3][c:4]([Br:5])[c:6]2[c:7]([cH:8]1)[nH:9][n:10][c:11]2[NH2:12]\"},\"mapped_reaction_smiles\":\"F[c:7]1[c:6]([C:11]#[N:12])[c:4]([Br:5])[cH:3][c:2]([CH3:1])[cH:8]1.[NH2:9][NH2:10]>CCO.O>[CH3:1][c:2]1[cH:3][c:4]([Br:5])[c:6]2[c:7]([cH:8]1)[nH:9][n:10][c:11]2[NH2:12]\"}",
"reactionStep": {
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"reactionHash": "a3784619af4538f9b9202308e4220e3f2e069faf5e503735bdd1d32d2d7e3b7e"
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"children": [
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"routeId": "sa_5dbe7b0ae787a5b8b50ce1d6",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "1294",
"isLeaf": true,
"molecule": {
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"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
"id": "1296",
"routeId": "sa_5dbe7b0ae787a5b8b50ce1d6",
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"molecule": {
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"inchikey": "PJOQEUIUVFQKKD-UHFFFAOYSA-N",
"smiles": "Cc1cc(F)c(C#N)c(Br)c1"
},
"smiles": "Cc1cc(F)c(C#N)c(Br)c1",
"reactionStepId": "sa_07b2b00eee0892f00f231185",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150126449A1;0795;1685444\",\"rsmi\":\"O=[CH:7][c:6]1[c:4]([Br:5])[cH:3][c:2]([CH3:1])[cH:11][c:9]1[F:10].[NH3:8]>CC(=O)O[IH2](OC(C)=O)c1ccccc1.CC(=O)O.CCCCCCCCCCCCOS(=O)(=O)O.O.[Na+]>[CH3:1][c:2]1[cH:3][c:4]([Br:5])[c:6]([C:7]#[N:8])[c:9]([F:10])[cH:11]1\"},\"mapped_reaction_smiles\":\"O=[CH:7][c:6]1[c:4]([Br:5])[cH:3][c:2]([CH3:1])[cH:11][c:9]1[F:10].[NH3:8]>CC(=O)O[IH2](OC(C)=O)c1ccccc1.CC(=O)O.CCCCCCCCCCCCOS(=O)(=O)O.O.[Na+]>[CH3:1][c:2]1[cH:3][c:4]([Br:5])[c:6]([C:7]#[N:8])[c:9]([F:10])[cH:11]1\"}",
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"children": [
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"molecule": {
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"smiles": "Cc1cc(F)c(C=O)c(Br)c1"
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"smiles": "Cc1cc(F)c(C=O)c(Br)c1",
"reactionStepId": "sa_6111e6146aae98da31ff7438",
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"metadata": "{\"annotations\":{\"ID\":\"US20150126449A1;0792;1685443\",\"rsmi\":\"CN(C)[CH:7]=[O:8].[CH3:1][c:2]1[cH:3][c:4]([Br:5])[cH:6][c:9]([F:10])[cH:11]1>C1CCOC1.CC(=O)O.CC(C)NC(C)C.O.[Li+]>[CH3:1][c:2]1[cH:3][c:4]([Br:5])[c:6]([CH:7]=[O:8])[c:9]([F:10])[cH:11]1\"},\"mapped_reaction_smiles\":\"CN(C)[CH:7]=[O:8].[CH3:1][c:2]1[cH:3][c:4]([Br:5])[cH:6][c:9]([F:10])[cH:11]1>C1CCOC1.CC(=O)O.CC(C)NC(C)C.O.[Li+]>[CH3:1][c:2]1[cH:3][c:4]([Br:5])[c:6]([CH:7]=[O:8])[c:9]([F:10])[cH:11]1\"}",
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{
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{
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}
]
}
}