Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCn1c(=O)c2c(C)[nH]nc2c2cc(-c3ccc(CN4CCCC4)s3)ccc21
InChiKey
KNUPBBXRXODTOS-UHFFFAOYSA-N
Route Signature
f0e3e3afe4def0adb8823845d1e7b2fcb8ab455f404d34574d0ec317eeff3278
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c12c154cb97313d34afb49cb",
"signature": "f0e3e3afe4def0adb8823845d1e7b2fcb8ab455f404d34574d0ec317eeff3278",
"contentHash": "ca054f663ae35deb0028afd0602afff000af4b882dfe83aed252ca526db44b07",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_8b6bf1224754ddc36fdf2ab3",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04901",
"moleculeId": "sa_8d1f757302f2234fa8916985",
"smiles": "CCn1c(=O)c2c(C)[nH]nc2c2cc(-c3ccc(CN4CCCC4)s3)ccc21",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8d1f757302f2234fa8916985",
"inchikey": "KNUPBBXRXODTOS-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c2c(C)[nH]nc2c2cc(-c3ccc(CN4CCCC4)s3)ccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15577",
"routeId": "sa_c12c154cb97313d34afb49cb",
"moleculeId": "sa_8d1f757302f2234fa8916985",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8d1f757302f2234fa8916985",
"inchikey": "KNUPBBXRXODTOS-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c2c(C)[nH]nc2c2cc(-c3ccc(CN4CCCC4)s3)ccc21"
},
"smiles": "CCn1c(=O)c2c(C)[nH]nc2c2cc(-c3ccc(CN4CCCC4)s3)ccc21",
"reactionStepId": "sa_d06a8244ee82ce909a26574c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060035920A1;0454;326677\",\"rsmi\":\"C1CCC([n:9]2[c:7]([CH3:8])[c:6]3[c:4](=[O:5])[n:3]([CH2:2][CH3:1])[c:13]4[c:12]([c:11]3[n:10]2)[cH:28][c:16](-[c:17]2[cH:18][cH:19][c:20]([CH2:21][N:22]3[CH2:23][CH2:24][CH2:25][CH2:26]3)[s:27]2)[cH:15][cH:14]4)OC1>CO.Cl>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[nH:9][n:10][c:11]2[c:12]2[c:13]1[cH:14][cH:15][c:16](-[c:17]1[cH:18][cH:19][c:20]([CH2:21][N:22]3[CH2:23][CH2:24][CH2:25][CH2:26]3)[s:27]1)[cH:28]2\"},\"mapped_reaction_smiles\":\"C1CCC([n:9]2[c:7]([CH3:8])[c:6]3[c:4](=[O:5])[n:3]([CH2:2][CH3:1])[c:13]4[c:12]([c:11]3[n:10]2)[cH:28][c:16](-[c:17]2[cH:18][cH:19][c:20]([CH2:21][N:22]3[CH2:23][CH2:24][CH2:25][CH2:26]3)[s:27]2)[cH:15][cH:14]4)OC1>CO.Cl>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[nH:9][n:10][c:11]2[c:12]2[c:13]1[cH:14][cH:15][c:16](-[c:17]1[cH:18][cH:19][c:20]([CH2:21][N:22]3[CH2:23][CH2:24][CH2:25][CH2:26]3)[s:27]1)[cH:28]2\"}",
"reactionStep": {
"id": "sa_d06a8244ee82ce909a26574c",
"reactionHash": "a8cbf1382e3c8033902353be633600d7c7fdd6676b6d6d898aa1a0f51e43f3eb"
},
"children": [
{
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"routeId": "sa_c12c154cb97313d34afb49cb",
"moleculeId": "sa_dc0119424f39207c75f4c27a",
"parentId": "15577",
"isLeaf": false,
"molecule": {
"id": "sa_dc0119424f39207c75f4c27a",
"inchikey": "KOVTZRXULQCNID-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c2c(C)n(C3CCCCO3)nc2c2cc(-c3ccc(CN4CCCC4)s3)ccc21"
},
"smiles": "CCn1c(=O)c2c(C)n(C3CCCCO3)nc2c2cc(-c3ccc(CN4CCCC4)s3)ccc21",
"reactionStepId": "sa_8a59526e01e7dad572ed8608",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060035920A1;0453;326676\",\"rsmi\":\"O=[CH:27][c:26]1[cH:25][cH:24][c:23](-[c:22]2[cH:21][cH:20][c:19]3[n:3]([CH2:2][CH3:1])[c:4](=[O:5])[c:6]4[c:7]([CH3:8])[n:9]([CH:10]5[CH2:11][CH2:12][CH2:13][CH2:14][O:15]5)[n:16][c:17]4[c:18]3[cH:34]2)[s:33]1.[NH:28]1[CH2:29][CH2:30][CH2:31][CH2:32]1>CC(=O)OB(OC(C)=O)OC(C)=O.CCOC(C)=O.ClCCCl.[Na+]>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[n:16][c:17]2[c:18]2[c:19]1[cH:20][cH:21][c:22](-[c:23]1[cH:24][cH:25][c:26]([CH2:27][N:28]3[CH2:29][CH2:30][CH2:31][CH2:32]3)[s:33]1)[cH:34]2\"},\"mapped_reaction_smiles\":\"O=[CH:27][c:26]1[cH:25][cH:24][c:23](-[c:22]2[cH:21][cH:20][c:19]3[n:3]([CH2:2][CH3:1])[c:4](=[O:5])[c:6]4[c:7]([CH3:8])[n:9]([CH:10]5[CH2:11][CH2:12][CH2:13][CH2:14][O:15]5)[n:16][c:17]4[c:18]3[cH:34]2)[s:33]1.[NH:28]1[CH2:29][CH2:30][CH2:31][CH2:32]1>CC(=O)OB(OC(C)=O)OC(C)=O.CCOC(C)=O.ClCCCl.[Na+]>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[n:16][c:17]2[c:18]2[c:19]1[cH:20][cH:21][c:22](-[c:23]1[cH:24][cH:25][c:26]([CH2:27][N:28]3[CH2:29][CH2:30][CH2:31][CH2:32]3)[s:33]1)[cH:34]2\"}",
"reactionStep": {
"id": "sa_8a59526e01e7dad572ed8608",
"reactionHash": "cc9da00594898993c93d1d18560b98bbdef295f1e74c2d3a118a0f0a272523e7"
},
"children": [
{
"id": "15579",
"routeId": "sa_c12c154cb97313d34afb49cb",
"moleculeId": "sa_62377f86fd21f04e8ff496ef",
"parentId": "15578",
"isLeaf": true,
"molecule": {
"id": "sa_62377f86fd21f04e8ff496ef",
"inchikey": "RWRDLPDLKQPQOW-UHFFFAOYSA-N",
"smiles": "C1CCNC1"
},
"smiles": "C1CCNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15580",
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"moleculeId": "sa_eace5d3f34ff0a9f1f0be4d3",
"parentId": "15578",
"isLeaf": false,
"molecule": {
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"inchikey": "WBVYWCUYCDHCJM-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c2c(C)n(C3CCCCO3)nc2c2cc(-c3ccc(C=O)s3)ccc21"
},
"smiles": "CCn1c(=O)c2c(C)n(C3CCCCO3)nc2c2cc(-c3ccc(C=O)s3)ccc21",
"reactionStepId": "sa_63973577c5395ff0d36b3517",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060035920A1;0452;326675\",\"rsmi\":\"I[c:22]1[cH:21][cH:20][c:19]2[n:3]([CH2:2][CH3:1])[c:4](=[O:5])[c:6]3[c:7]([CH3:8])[n:9]([CH:10]4[CH2:11][CH2:12][CH2:13][CH2:14][O:15]4)[n:16][c:17]3[c:18]2[cH:30]1.OB(O)[c:23]1[cH:24][cH:25][c:26]([CH:27]=[O:28])[s:29]1>C1CCOC1.CCO.CCOC(C)=O.O=C(O)O.[Na+].[Na+].[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[n:16][c:17]2[c:18]2[c:19]1[cH:20][cH:21][c:22](-[c:23]1[cH:24][cH:25][c:26]([CH:27]=[O:28])[s:29]1)[cH:30]2\"},\"mapped_reaction_smiles\":\"I[c:22]1[cH:21][cH:20][c:19]2[n:3]([CH2:2][CH3:1])[c:4](=[O:5])[c:6]3[c:7]([CH3:8])[n:9]([CH:10]4[CH2:11][CH2:12][CH2:13][CH2:14][O:15]4)[n:16][c:17]3[c:18]2[cH:30]1.OB(O)[c:23]1[cH:24][cH:25][c:26]([CH:27]=[O:28])[s:29]1>C1CCOC1.CCO.CCOC(C)=O.O=C(O)O.[Na+].[Na+].[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[n:16][c:17]2[c:18]2[c:19]1[cH:20][cH:21][c:22](-[c:23]1[cH:24][cH:25][c:26]([CH:27]=[O:28])[s:29]1)[cH:30]2\"}",
"reactionStep": {
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"reactionHash": "1af6695d41e0b3df10726a7e40092b47678c82c16c233c84d9d7eeef028f6f95"
},
"children": [
{
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"moleculeId": "sa_e02f1f4b9fa55c7a1380657a",
"parentId": "15580",
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"molecule": {
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"inchikey": "BTWSZVUNKVXJRG-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c2c(C)n(C3CCCCO3)nc2c2cc(I)ccc21"
},
"smiles": "CCn1c(=O)c2c(C)n(C3CCCCO3)nc2c2cc(I)ccc21",
"reactionStepId": "sa_c42a1c35f9e15c9bd2ff9353",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060035920A1;0370;326667\",\"rsmi\":\"I[CH2:2][CH3:1].[nH:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[n:16][c:17]2[c:18]2[c:19]1[cH:20][cH:21][c:22]([I:23])[cH:24]2>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[n:16][c:17]2[c:18]2[c:19]1[cH:20][cH:21][c:22]([I:23])[cH:24]2\"},\"mapped_reaction_smiles\":\"I[CH2:2][CH3:1].[nH:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[n:16][c:17]2[c:18]2[c:19]1[cH:20][cH:21][c:22]([I:23])[cH:24]2>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]2[c:7]([CH3:8])[n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[n:16][c:17]2[c:18]2[c:19]1[cH:20][cH:21][c:22]([I:23])[cH:24]2\"}",
"reactionStep": {
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"children": [
{
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"routeId": "sa_c12c154cb97313d34afb49cb",
"moleculeId": "sa_ba4021c610c673105b10b53d",
"parentId": "15581",
"isLeaf": true,
"molecule": {
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"inchikey": "HVTICUPFWKNHNG-UHFFFAOYSA-N",
"smiles": "CCI"
},
"smiles": "CCI",
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{
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"reactionStepId": "sa_c81414271cc3e09a5fc50dbb",
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{
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{
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},
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