Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)C1(c2cc(Br)c(N)c(OCC3CC3)c2)CCCC1
InChiKey
GBWDTJNSJXUPNJ-UHFFFAOYSA-N
Route Signature
60d8c9b96d5d4b318fc15c678ce3747db990011a0f3c2d939df66722b7136edd
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ccf3528a88ad530cbde4032f",
"signature": "60d8c9b96d5d4b318fc15c678ce3747db990011a0f3c2d939df66722b7136edd",
"contentHash": "7d193468f5d743c48a5a18910d3c248c65b7c22e139cf93081a8d972c25ae252",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_3018464357ee923c71585bc2",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00079",
"moleculeId": "sa_80d5e6e390b0442007cb717e",
"smiles": "CCOC(=O)C1(c2cc(Br)c(N)c(OCC3CC3)c2)CCCC1",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_80d5e6e390b0442007cb717e",
"inchikey": "GBWDTJNSJXUPNJ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(c2cc(Br)c(N)c(OCC3CC3)c2)CCCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12339",
"routeId": "sa_ccf3528a88ad530cbde4032f",
"moleculeId": "sa_80d5e6e390b0442007cb717e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_80d5e6e390b0442007cb717e",
"inchikey": "GBWDTJNSJXUPNJ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(c2cc(Br)c(N)c(OCC3CC3)c2)CCCC1"
},
"smiles": "CCOC(=O)C1(c2cc(Br)c(N)c(OCC3CC3)c2)CCCC1",
"reactionStepId": "sa_703cb4e0cd143ea0384586ab",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090299072A1;0674;800465\",\"rsmi\":\"O=C1CCC(=O)N1[Br:10].[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][cH:9][c:11]([NH2:12])[c:13]([O:14][CH2:15][CH:16]3[CH2:17][CH2:18]3)[cH:19]2)[CH2:20][CH2:21][CH2:22][CH2:23]1>ClC(Cl)(Cl)Cl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][c:9]([Br:10])[c:11]([NH2:12])[c:13]([O:14][CH2:15][CH:16]3[CH2:17][CH2:18]3)[cH:19]2)[CH2:20][CH2:21][CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:10].[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][cH:9][c:11]([NH2:12])[c:13]([O:14][CH2:15][CH:16]3[CH2:17][CH2:18]3)[cH:19]2)[CH2:20][CH2:21][CH2:22][CH2:23]1>ClC(Cl)(Cl)Cl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][c:9]([Br:10])[c:11]([NH2:12])[c:13]([O:14][CH2:15][CH:16]3[CH2:17][CH2:18]3)[cH:19]2)[CH2:20][CH2:21][CH2:22][CH2:23]1\"}",
"reactionStep": {
"id": "sa_703cb4e0cd143ea0384586ab",
"reactionHash": "238fa248f8c2ffa2416018b43355917cc311f831ef5d9cbd694a33d22cdd6c85"
},
"children": [
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"moleculeId": "sa_c27b29aa9161f4385dbb9ec9",
"parentId": "12339",
"isLeaf": false,
"molecule": {
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"inchikey": "DHMXYNFKBBMSKP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(c2ccc(N)c(OCC3CC3)c2)CCCC1"
},
"smiles": "CCOC(=O)C1(c2ccc(N)c(OCC3CC3)c2)CCCC1",
"reactionStepId": "sa_474663d0c28c741263a34e50",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090299072A1;0672;800464\",\"rsmi\":\"O=[N+:16]([O-])[c:15]1[c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[cH:8][c:7]([C:6]2([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:19][CH2:20][CH2:21][CH2:22]2)[cH:18][cH:17]1>CO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][c:9]([O:10][CH2:11][CH:12]3[CH2:13][CH2:14]3)[c:15]([NH2:16])[cH:17][cH:18]2)[CH2:19][CH2:20][CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"O=[N+:16]([O-])[c:15]1[c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[cH:8][c:7]([C:6]2([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:19][CH2:20][CH2:21][CH2:22]2)[cH:18][cH:17]1>CO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][c:9]([O:10][CH2:11][CH:12]3[CH2:13][CH2:14]3)[c:15]([NH2:16])[cH:17][cH:18]2)[CH2:19][CH2:20][CH2:21][CH2:22]1\"}",
"reactionStep": {
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"molecule": {
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"inchikey": "SWZXWAAAIWFMRI-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(c2ccc([N+](=O)[O-])c(OCC3CC3)c2)CCCC1"
},
"smiles": "CCOC(=O)C1(c2ccc([N+](=O)[O-])c(OCC3CC3)c2)CCCC1",
"reactionStepId": "sa_20665a7a3767e3460cb9d9c4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090299072A1;0670;800463\",\"rsmi\":\"Br[CH2:21][CH2:22][CH2:23][CH2:24]Br.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]1>CN(C)C=O.Cl.[HH].N.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][c:9]([O:10][CH2:11][CH:12]3[CH2:13][CH2:14]3)[c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]2)[CH2:21][CH2:22][CH2:23][CH2:24]1\"},\"mapped_reaction_smiles\":\"Br[CH2:21][CH2:22][CH2:23][CH2:24]Br.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]1>CN(C)C=O.Cl.[HH].N.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][c:9]([O:10][CH2:11][CH:12]3[CH2:13][CH2:14]3)[c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]2)[CH2:21][CH2:22][CH2:23][CH2:24]1\"}",
"reactionStep": {
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"reactionHash": "120cf06c40f660300709c6a1f2b4a28191a7c256ba11ca97473c77a4f161dff5"
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"children": [
{
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"isLeaf": false,
"molecule": {
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"inchikey": "PGDYCMUHTYBSSV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cc1ccc([N+](=O)[O-])c(OCC2CC2)c1"
},
"smiles": "CCOC(=O)Cc1ccc([N+](=O)[O-])c(OCC2CC2)c1",
"reactionStepId": "sa_fb72746909a65c84b2eccbdf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090299072A1;0627;800449\",\"rsmi\":\"O[C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]1.[CH3:1][CH2:2][OH:3]>Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"O[C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]1.[CH3:1][CH2:2][OH:3]>Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]1\"}",
"reactionStep": {
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"smiles": "O=C(O)Cc1ccc([N+](=O)[O-])c(OCC2CC2)c1",
"reactionStepId": "sa_e9238626f6d13efef8f28083",
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"metadata": "{\"annotations\":{\"ID\":\"US20090299072A1;0625;800448\",\"rsmi\":\"CCOC(=O)[CH:4]([C:2](=[O:1])[O:3]CC)[c:5]1[cH:6][c:7]([O:8][CH2:9][CH:10]2[CH2:11][CH2:12]2)[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18]1>CCO.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][c:7]([O:8][CH2:9][CH:10]2[CH2:11][CH2:12]2)[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"CCOC(=O)[CH:4]([C:2](=[O:1])[O:3]CC)[c:5]1[cH:6][c:7]([O:8][CH2:9][CH:10]2[CH2:11][CH2:12]2)[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18]1>CCO.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][c:7]([O:8][CH2:9][CH:10]2[CH2:11][CH2:12]2)[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18]1\"}",
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"smiles": "CCOC(=O)C(C(=O)OCC)c1ccc([N+](=O)[O-])c(OCC2CC2)c1"
},
"smiles": "CCOC(=O)C(C(=O)OCC)c1ccc([N+](=O)[O-])c(OCC2CC2)c1",
"reactionStepId": "sa_52a350e33331f2104335d6b4",
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"metadata": "{\"annotations\":{\"ID\":\"US20090299072A1;0623;800447\",\"rsmi\":\"F[c:12]1[cH:13][c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19]2)[c:20]([N+:21](=[O:22])[O-:23])[cH:24][cH:25]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7](=[O:8])[O:9][CH2:10][CH3:11]>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([C:7](=[O:8])[O:9][CH2:10][CH3:11])[c:12]1[cH:13][c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19]2)[c:20]([N+:21](=[O:22])[O-:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"F[c:12]1[cH:13][c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19]2)[c:20]([N+:21](=[O:22])[O-:23])[cH:24][cH:25]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7](=[O:8])[O:9][CH2:10][CH3:11]>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([C:7](=[O:8])[O:9][CH2:10][CH3:11])[c:12]1[cH:13][c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19]2)[c:20]([N+:21](=[O:22])[O-:23])[cH:24][cH:25]1\"}",
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{
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"smiles": "O=[N+]([O-])c1ccc(F)cc1OCC1CC1",
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{
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{
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"molecule": {
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"inchikey": "ULTHEAFYOOPTTB-UHFFFAOYSA-N",
"smiles": "BrCCCCBr"
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},
{
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},
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]
}
}