Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C3=NCC(CC(=O)Nc4nnn[nH]4)S3)[nH]c12
InChiKey
REJOUTFFZLZIDY-UHFFFAOYSA-N
Route Signature
aa3b77b1dc622929d59f1a543e85552d1b25a93bd836132aeaf8bcec9f483e51
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_27121038f1ba06f38369cb61",
"signature": "aa3b77b1dc622929d59f1a543e85552d1b25a93bd836132aeaf8bcec9f483e51",
"contentHash": "1f130f570bd993671cb9c18df827594e441675821918b6964964e6d0a98716b8",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_acd9777021aac137e72c3ca6",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01009",
"moleculeId": "sa_ed09724f6927a392bb4c252a",
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C3=NCC(CC(=O)Nc4nnn[nH]4)S3)[nH]c12",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ed09724f6927a392bb4c252a",
"inchikey": "REJOUTFFZLZIDY-UHFFFAOYSA-N",
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C3=NCC(CC(=O)Nc4nnn[nH]4)S3)[nH]c12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13981",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_ed09724f6927a392bb4c252a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ed09724f6927a392bb4c252a",
"inchikey": "REJOUTFFZLZIDY-UHFFFAOYSA-N",
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C3=NCC(CC(=O)Nc4nnn[nH]4)S3)[nH]c12"
},
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C3=NCC(CC(=O)Nc4nnn[nH]4)S3)[nH]c12",
"reactionStepId": "sa_ab088ae8eaeefe85601c1ec2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100137610A1;2732;891321\",\"rsmi\":\"O[C:19]([CH2:18][CH:17]1[CH2:16][N:15]=[C:14]([c:13]2[nH:12][c:11]3[c:10]([N:8]([S:5]([c:4]4[c:3]([O:2][CH3:1])[cH:36][cH:35][cH:34][cH:33]4)(=[O:6])=[O:7])[CH3:9])[cH:32][cH:31][cH:30][c:29]3[cH:28]2)[S:27]1)=[O:20].[NH2:21][c:22]1[n:23][n:24][n:25][nH:26]1>CCN=C=NCCCN(C)C.CCOC(C)=O.CN(C)C=O.Cl.On1nnc2ccccc21>[CH3:1][O:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[N:8]([CH3:9])[c:10]2[c:11]3[nH:12][c:13]([C:14]4=[N:15][CH2:16][CH:17]([CH2:18][C:19](=[O:20])[NH:21][c:22]5[n:23][n:24][n:25][nH:26]5)[S:27]4)[cH:28][c:29]3[cH:30][cH:31][cH:32]2)[cH:33][cH:34][cH:35][cH:36]1\"},\"mapped_reaction_smiles\":\"O[C:19]([CH2:18][CH:17]1[CH2:16][N:15]=[C:14]([c:13]2[nH:12][c:11]3[c:10]([N:8]([S:5]([c:4]4[c:3]([O:2][CH3:1])[cH:36][cH:35][cH:34][cH:33]4)(=[O:6])=[O:7])[CH3:9])[cH:32][cH:31][cH:30][c:29]3[cH:28]2)[S:27]1)=[O:20].[NH2:21][c:22]1[n:23][n:24][n:25][nH:26]1>CCN=C=NCCCN(C)C.CCOC(C)=O.CN(C)C=O.Cl.On1nnc2ccccc21>[CH3:1][O:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[N:8]([CH3:9])[c:10]2[c:11]3[nH:12][c:13]([C:14]4=[N:15][CH2:16][CH:17]([CH2:18][C:19](=[O:20])[NH:21][c:22]5[n:23][n:24][n:25][nH:26]5)[S:27]4)[cH:28][c:29]3[cH:30][cH:31][cH:32]2)[cH:33][cH:34][cH:35][cH:36]1\"}",
"reactionStep": {
"id": "sa_ab088ae8eaeefe85601c1ec2",
"reactionHash": "a6b644ac31fa5852a5937ec50c1a2a08de86049635e0a5351c1463d8f6a74ac2"
},
"children": [
{
"id": "13982",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_f9576edb6c468d1edbddbe86",
"parentId": "13981",
"isLeaf": false,
"molecule": {
"id": "sa_f9576edb6c468d1edbddbe86",
"inchikey": "LQRWAEPEIPOVDD-UHFFFAOYSA-N",
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C3=NCC(CC(=O)O)S3)[nH]c12"
},
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C3=NCC(CC(=O)O)S3)[nH]c12",
"reactionStepId": "sa_c3f0c27af3b2dfc88349a04f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100137610A1;2721;891316\",\"rsmi\":\"CC[O:21][C:19]([CH2:18][CH:17]1[CH2:16][N:15]=[C:14]([c:13]2[nH:12][c:11]3[c:10]([N:8]([S:5]([c:4]4[c:3]([O:2][CH3:1])[cH:31][cH:30][cH:29][cH:28]4)(=[O:6])=[O:7])[CH3:9])[cH:27][cH:26][cH:25][c:24]3[cH:23]2)[S:22]1)=[O:20]>C1CCOC1.CO.O=C(O)CC(O)(CC(=O)O)C(=O)O.[K+].O>[CH3:1][O:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[N:8]([CH3:9])[c:10]2[c:11]3[nH:12][c:13]([C:14]4=[N:15][CH2:16][CH:17]([CH2:18][C:19](=[O:20])[OH:21])[S:22]4)[cH:23][c:24]3[cH:25][cH:26][cH:27]2)[cH:28][cH:29][cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"CC[O:21][C:19]([CH2:18][CH:17]1[CH2:16][N:15]=[C:14]([c:13]2[nH:12][c:11]3[c:10]([N:8]([S:5]([c:4]4[c:3]([O:2][CH3:1])[cH:31][cH:30][cH:29][cH:28]4)(=[O:6])=[O:7])[CH3:9])[cH:27][cH:26][cH:25][c:24]3[cH:23]2)[S:22]1)=[O:20]>C1CCOC1.CO.O=C(O)CC(O)(CC(=O)O)C(=O)O.[K+].O>[CH3:1][O:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[N:8]([CH3:9])[c:10]2[c:11]3[nH:12][c:13]([C:14]4=[N:15][CH2:16][CH:17]([CH2:18][C:19](=[O:20])[OH:21])[S:22]4)[cH:23][c:24]3[cH:25][cH:26][cH:27]2)[cH:28][cH:29][cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_c3f0c27af3b2dfc88349a04f",
"reactionHash": "6d2adc37faab8773931a6e2dcf127ae3c12f86d27ce706b314360c2fb18034d2"
},
"children": [
{
"id": "13983",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_eb979bcc2390e6551efb061d",
"parentId": "13982",
"isLeaf": false,
"molecule": {
"id": "sa_eb979bcc2390e6551efb061d",
"inchikey": "DGMIEMVGYNPRMU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC1CN=C(c2cc3cccc(N(C)S(=O)(=O)c4ccccc4OC)c3[nH]2)S1"
},
"smiles": "CCOC(=O)CC1CN=C(c2cc3cccc(N(C)S(=O)(=O)c4ccccc4OC)c3[nH]2)S1",
"reactionStepId": "sa_9ed19b0fc6e24fe3c61f8039",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100137610A1;2716;891314\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]#[C:7][CH3:8].[NH2:9][C:10]([c:11]1[cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([N:18]([CH3:19])[S:20](=[O:21])(=[O:22])[c:23]3[c:24]([O:25][CH3:26])[cH:27][cH:28][cH:29][cH:30]3)[c:31]2[nH:32]1)=[S:33]>C1CCOC1.CCCCP(CCCC)CCCC.Cc1ccccc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]1[CH2:8][N:9]=[C:10]([c:11]2[cH:12][c:13]3[cH:14][cH:15][cH:16][c:17]([N:18]([CH3:19])[S:20](=[O:21])(=[O:22])[c:23]4[c:24]([O:25][CH3:26])[cH:27][cH:28][cH:29][cH:30]4)[c:31]3[nH:32]2)[S:33]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]#[C:7][CH3:8].[NH2:9][C:10]([c:11]1[cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([N:18]([CH3:19])[S:20](=[O:21])(=[O:22])[c:23]3[c:24]([O:25][CH3:26])[cH:27][cH:28][cH:29][cH:30]3)[c:31]2[nH:32]1)=[S:33]>C1CCOC1.CCCCP(CCCC)CCCC.Cc1ccccc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]1[CH2:8][N:9]=[C:10]([c:11]2[cH:12][c:13]3[cH:14][cH:15][cH:16][c:17]([N:18]([CH3:19])[S:20](=[O:21])(=[O:22])[c:23]4[c:24]([O:25][CH3:26])[cH:27][cH:28][cH:29][cH:30]4)[c:31]3[nH:32]2)[S:33]1\"}",
"reactionStep": {
"id": "sa_9ed19b0fc6e24fe3c61f8039",
"reactionHash": "0783f607e3c21e0fb6dfc901a48c31c9e2a7d081e5b6e49aceb8401f04bf83dd"
},
"children": [
{
"id": "13984",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_abf7c32720a3c89467f5e3d4",
"parentId": "13983",
"isLeaf": false,
"molecule": {
"id": "sa_abf7c32720a3c89467f5e3d4",
"inchikey": "BIOHUTJBTFZOPI-UHFFFAOYSA-N",
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C(N)=S)[nH]c12"
},
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C(N)=S)[nH]c12",
"reactionStepId": "sa_f15fe6469b665ae239f8348b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100137610A1;2281;891181\",\"rsmi\":\"COc1ccc(P2(=S)SP(c3ccc(OC)cc3)(=[S:16])S2)cc1.O=[C:14]([c:13]1[nH:12][c:11]2[c:10]([N:8]([S:5]([c:4]3[c:3]([O:2][CH3:1])[cH:25][cH:24][cH:23][cH:22]3)(=[O:6])=[O:7])[CH3:9])[cH:21][cH:20][cH:19][c:18]2[cH:17]1)[NH2:15]>C1CCOC1>[CH3:1][O:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[N:8]([CH3:9])[c:10]2[c:11]3[nH:12][c:13]([C:14]([NH2:15])=[S:16])[cH:17][c:18]3[cH:19][cH:20][cH:21]2)[cH:22][cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"COc1ccc(P2(=S)SP(c3ccc(OC)cc3)(=[S:16])S2)cc1.O=[C:14]([c:13]1[nH:12][c:11]2[c:10]([N:8]([S:5]([c:4]3[c:3]([O:2][CH3:1])[cH:25][cH:24][cH:23][cH:22]3)(=[O:6])=[O:7])[CH3:9])[cH:21][cH:20][cH:19][c:18]2[cH:17]1)[NH2:15]>C1CCOC1>[CH3:1][O:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[N:8]([CH3:9])[c:10]2[c:11]3[nH:12][c:13]([C:14]([NH2:15])=[S:16])[cH:17][c:18]3[cH:19][cH:20][cH:21]2)[cH:22][cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_f15fe6469b665ae239f8348b",
"reactionHash": "115a17a36cc7fdf37b588d88a83968a42cb31ee90841abca077b2723154e778f"
},
"children": [
{
"id": "13985",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_fec89fa580d2d7c82276231c",
"parentId": "13984",
"isLeaf": true,
"molecule": {
"id": "sa_fec89fa580d2d7c82276231c",
"inchikey": "CFHGBZLNZZVTAY-UHFFFAOYSA-N",
"smiles": "COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1"
},
"smiles": "COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13986",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_290516aeb5528dacbaf128b9",
"parentId": "13984",
"isLeaf": false,
"molecule": {
"id": "sa_290516aeb5528dacbaf128b9",
"inchikey": "YRYZJXLCBJYIED-UHFFFAOYSA-N",
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C(N)=O)[nH]c12"
},
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C(N)=O)[nH]c12",
"reactionStepId": "sa_3d0580cb6f1dfb080bcf91d9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100137610A1;2279;891180\",\"rsmi\":\"CC[N:15]=C=NCCCN(C)C.O[C:14]([c:13]1[nH:12][c:11]2[c:10]([N:8]([S:5]([c:4]3[c:3]([O:2][CH3:1])[cH:25][cH:24][cH:23][cH:22]3)(=[O:6])=[O:7])[CH3:9])[cH:21][cH:20][cH:19][c:18]2[cH:17]1)=[O:16]>CCOC(C)=O.CN(C)C=O.Cl>[CH3:1][O:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[N:8]([CH3:9])[c:10]2[c:11]3[nH:12][c:13]([C:14]([NH2:15])=[O:16])[cH:17][c:18]3[cH:19][cH:20][cH:21]2)[cH:22][cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"CC[N:15]=C=NCCCN(C)C.O[C:14]([c:13]1[nH:12][c:11]2[c:10]([N:8]([S:5]([c:4]3[c:3]([O:2][CH3:1])[cH:25][cH:24][cH:23][cH:22]3)(=[O:6])=[O:7])[CH3:9])[cH:21][cH:20][cH:19][c:18]2[cH:17]1)=[O:16]>CCOC(C)=O.CN(C)C=O.Cl>[CH3:1][O:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[N:8]([CH3:9])[c:10]2[c:11]3[nH:12][c:13]([C:14]([NH2:15])=[O:16])[cH:17][c:18]3[cH:19][cH:20][cH:21]2)[cH:22][cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_3d0580cb6f1dfb080bcf91d9",
"reactionHash": "cab55e8570e1800646ec4ef0a3775dcaa765e87295ba53eff783e57f3cd4281f"
},
"children": [
{
"id": "13987",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_798073db78be90eed47e8c2c",
"parentId": "13986",
"isLeaf": true,
"molecule": {
"id": "sa_798073db78be90eed47e8c2c",
"inchikey": "LMDZBCPBFSXMTL-UHFFFAOYSA-N",
"smiles": "CCN=C=NCCCN(C)C"
},
"smiles": "CCN=C=NCCCN(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13988",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_1c7c87d65ece227650c518e2",
"parentId": "13986",
"isLeaf": true,
"molecule": {
"id": "sa_1c7c87d65ece227650c518e2",
"inchikey": "YWRUPFMCJZSQHZ-UHFFFAOYSA-N",
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C(=O)O)[nH]c12"
},
"smiles": "COc1ccccc1S(=O)(=O)N(C)c1cccc2cc(C(=O)O)[nH]c12",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
},
{
"id": "13989",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_8c3c2264df80e4f76227f158",
"parentId": "13983",
"isLeaf": true,
"molecule": {
"id": "sa_8c3c2264df80e4f76227f158",
"inchikey": "FCJJZKCJURDYNF-UHFFFAOYSA-N",
"smiles": "CC#CC(=O)OCC"
},
"smiles": "CC#CC(=O)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "13990",
"routeId": "sa_27121038f1ba06f38369cb61",
"moleculeId": "sa_a39c346134aade1f118c478f",
"parentId": "13981",
"isLeaf": true,
"molecule": {
"id": "sa_a39c346134aade1f118c478f",
"inchikey": "ULRPISSMEBPJLN-UHFFFAOYSA-N",
"smiles": "Nc1nnn[nH]1"
},
"smiles": "Nc1nnn[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}