Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cccc(S(=O)(=O)Nc2ccc(C(C)C)n(CC(=O)O)c2=O)c1
InChiKey
WCPANWMPPUHOAF-UHFFFAOYSA-N
Route Signature
d1bbd6daf9a6036e397a2e58c95f27bac74b1574965ed29e62096ec1f5039f20
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_35a93b5f9d1c29077942b8e2",
"signature": "d1bbd6daf9a6036e397a2e58c95f27bac74b1574965ed29e62096ec1f5039f20",
"contentHash": "ef13ec01176788adcf69b710d3c82e2bcc6d981000e5109d8b8e9e7271cf2bd2",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_d8331424c5d8dac67d352030",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01751",
"moleculeId": "sa_12d910fc2bf159827383cf9d",
"smiles": "Cc1cccc(S(=O)(=O)Nc2ccc(C(C)C)n(CC(=O)O)c2=O)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_12d910fc2bf159827383cf9d",
"inchikey": "WCPANWMPPUHOAF-UHFFFAOYSA-N",
"smiles": "Cc1cccc(S(=O)(=O)Nc2ccc(C(C)C)n(CC(=O)O)c2=O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5981",
"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_12d910fc2bf159827383cf9d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_12d910fc2bf159827383cf9d",
"inchikey": "WCPANWMPPUHOAF-UHFFFAOYSA-N",
"smiles": "Cc1cccc(S(=O)(=O)Nc2ccc(C(C)C)n(CC(=O)O)c2=O)c1"
},
"smiles": "Cc1cccc(S(=O)(=O)Nc2ccc(C(C)C)n(CC(=O)O)c2=O)c1",
"reactionStepId": "sa_1642b13efb1d556257f01079",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060211719A1;0531;388388\",\"rsmi\":\"CC(C)(C)[O:22][C:20]([CH2:19][n:18]1[c:14]([CH:15]([CH3:16])[CH3:17])[cH:13][cH:12][c:11]([NH:10][S:7]([c:6]2[cH:5][cH:4][cH:3][c:2]([CH3:1])[cH:25]2)(=[O:8])=[O:9])[c:23]1=[O:24])=[O:21]>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([S:7](=[O:8])(=[O:9])[NH:10][c:11]2[cH:12][cH:13][c:14]([CH:15]([CH3:16])[CH3:17])[n:18]([CH2:19][C:20](=[O:21])[OH:22])[c:23]2=[O:24])[cH:25]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[O:22][C:20]([CH2:19][n:18]1[c:14]([CH:15]([CH3:16])[CH3:17])[cH:13][cH:12][c:11]([NH:10][S:7]([c:6]2[cH:5][cH:4][cH:3][c:2]([CH3:1])[cH:25]2)(=[O:8])=[O:9])[c:23]1=[O:24])=[O:21]>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([S:7](=[O:8])(=[O:9])[NH:10][c:11]2[cH:12][cH:13][c:14]([CH:15]([CH3:16])[CH3:17])[n:18]([CH2:19][C:20](=[O:21])[OH:22])[c:23]2=[O:24])[cH:25]1\"}",
"reactionStep": {
"id": "sa_1642b13efb1d556257f01079",
"reactionHash": "1f9d1882fc6e75d1b778d833998f2b6a786e41522c959fabcb3feefc15f6282b"
},
"children": [
{
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"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_e4c83af796f4f4d5ce550edf",
"parentId": "5981",
"isLeaf": false,
"molecule": {
"id": "sa_e4c83af796f4f4d5ce550edf",
"inchikey": "GROIPRBHJFBSAW-UHFFFAOYSA-N",
"smiles": "Cc1cccc(S(=O)(=O)Nc2ccc(C(C)C)n(CC(=O)OC(C)(C)C)c2=O)c1"
},
"smiles": "Cc1cccc(S(=O)(=O)Nc2ccc(C(C)C)n(CC(=O)OC(C)(C)C)c2=O)c1",
"reactionStepId": "sa_3bdad2455fa757387f62cb47",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060211719A1;0530;388387\",\"rsmi\":\"Cl[S:7]([c:6]1[cH:5][cH:4][cH:3][c:2]([CH3:1])[cH:29]1)(=[O:8])=[O:9].[NH2:10][c:11]1[cH:12][cH:13][c:14]([CH:15]([CH3:16])[CH3:17])[n:18]([CH2:19][C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[c:27]1=[O:28]>ClCCl>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([S:7](=[O:8])(=[O:9])[NH:10][c:11]2[cH:12][cH:13][c:14]([CH:15]([CH3:16])[CH3:17])[n:18]([CH2:19][C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[c:27]2=[O:28])[cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[S:7]([c:6]1[cH:5][cH:4][cH:3][c:2]([CH3:1])[cH:29]1)(=[O:8])=[O:9].[NH2:10][c:11]1[cH:12][cH:13][c:14]([CH:15]([CH3:16])[CH3:17])[n:18]([CH2:19][C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[c:27]1=[O:28]>ClCCl>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([S:7](=[O:8])(=[O:9])[NH:10][c:11]2[cH:12][cH:13][c:14]([CH:15]([CH3:16])[CH3:17])[n:18]([CH2:19][C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[c:27]2=[O:28])[cH:29]1\"}",
"reactionStep": {
"id": "sa_3bdad2455fa757387f62cb47",
"reactionHash": "1bc68771402f7e2410ac552c27ce6353eb99fa0f254f134b0cb63398f3117013"
},
"children": [
{
"id": "5983",
"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_17ce039b5adfa4591e452c74",
"parentId": "5982",
"isLeaf": false,
"molecule": {
"id": "sa_17ce039b5adfa4591e452c74",
"inchikey": "FPASJNTZTZPGFO-UHFFFAOYSA-N",
"smiles": "CC(C)c1ccc(N)c(=O)n1CC(=O)OC(C)(C)C"
},
"smiles": "CC(C)c1ccc(N)c(=O)n1CC(=O)OC(C)(C)C",
"reactionStepId": "sa_46b5f159c7edfb103099846f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060211719A1;0529;388386\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:8][c:7]1[cH:6][cH:5][c:4]([CH:2]([CH3:1])[CH3:3])[n:11]([CH2:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[c:9]1=[O:10]>CO.[Pd]>[CH3:1][CH:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH2:8])[c:9](=[O:10])[n:11]1[CH2:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19]\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[NH:8][c:7]1[cH:6][cH:5][c:4]([CH:2]([CH3:1])[CH3:3])[n:11]([CH2:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[c:9]1=[O:10]>CO.[Pd]>[CH3:1][CH:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH2:8])[c:9](=[O:10])[n:11]1[CH2:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19]\"}",
"reactionStep": {
"id": "sa_46b5f159c7edfb103099846f",
"reactionHash": "bef7f435afbd083ca5e641978d341b67b3d843461793a92728cc801a1b24c84a"
},
"children": [
{
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"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_9ba478737fd16d29bf1da3b6",
"parentId": "5983",
"isLeaf": false,
"molecule": {
"id": "sa_9ba478737fd16d29bf1da3b6",
"inchikey": "MCWCNCQCMWAWHW-UHFFFAOYSA-N",
"smiles": "CC(C)c1ccc(NC(=O)OCc2ccccc2)c(=O)n1CC(=O)OC(C)(C)C"
},
"smiles": "CC(C)c1ccc(NC(=O)OCc2ccccc2)c(=O)n1CC(=O)OC(C)(C)C",
"reactionStepId": "sa_c8fef6646c24a00419acbba6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060211719A1;0528;388385\",\"rsmi\":\"Br[CH2:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29].[CH3:1][CH:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH:8][C:9](=[O:10])[O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[c:19](=[O:20])[nH:21]1>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.[Li+]>[CH3:1][CH:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH:8][C:9](=[O:10])[O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[c:19](=[O:20])[n:21]1[CH2:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29]\"},\"mapped_reaction_smiles\":\"Br[CH2:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29].[CH3:1][CH:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH:8][C:9](=[O:10])[O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[c:19](=[O:20])[nH:21]1>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.[Li+]>[CH3:1][CH:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH:8][C:9](=[O:10])[O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[c:19](=[O:20])[n:21]1[CH2:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29]\"}",
"reactionStep": {
"id": "sa_c8fef6646c24a00419acbba6",
"reactionHash": "644e38a3e26b77dbe3b90fbf00ab0313e2bc7010c7c6a959df05e502a58614f4"
},
"children": [
{
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"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_b050ad2816ce9056bc19cbb6",
"parentId": "5984",
"isLeaf": true,
"molecule": {
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"inchikey": "BNWCETAHAJSBFG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)CBr"
},
"smiles": "CC(C)(C)OC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
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{
"id": "5986",
"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_4336f0ace3b7b01d870bc4eb",
"parentId": "5984",
"isLeaf": false,
"molecule": {
"id": "sa_4336f0ace3b7b01d870bc4eb",
"inchikey": "BVNGQISHJWHNEW-UHFFFAOYSA-N",
"smiles": "CC(C)c1ccc(NC(=O)OCc2ccccc2)c(=O)[nH]1"
},
"smiles": "CC(C)c1ccc(NC(=O)OCc2ccccc2)c(=O)[nH]1",
"reactionStepId": "sa_99c6029e9b41565f5cdd527d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060211719A1;0527;388384\",\"rsmi\":\"O[C:9]([c:7]1[cH:6][cH:5][c:4]([CH:2]([CH3:1])[CH3:3])[nH:21][c:19]1=[O:20])=[O:10].[N-]=[N+]=[N:8]P(=O)(c1ccccc1)c1ccccc1.[OH:11][CH2:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1>C1COCCO1.CCN(CC)CC>[CH3:1][CH:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH:8][C:9](=[O:10])[O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[c:19](=[O:20])[nH:21]1\"},\"mapped_reaction_smiles\":\"O[C:9]([c:7]1[cH:6][cH:5][c:4]([CH:2]([CH3:1])[CH3:3])[nH:21][c:19]1=[O:20])=[O:10].[N-]=[N+]=[N:8]P(=O)(c1ccccc1)c1ccccc1.[OH:11][CH2:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1>C1COCCO1.CCN(CC)CC>[CH3:1][CH:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH:8][C:9](=[O:10])[O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[c:19](=[O:20])[nH:21]1\"}",
"reactionStep": {
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"reactionHash": "3ba48964f150725d16a667a3140cb443b65d8505539bf27ab1804304e8cb7d4b"
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"children": [
{
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"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_b2e7e70131d8726a166b6104",
"parentId": "5986",
"isLeaf": true,
"molecule": {
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"inchikey": "MKRTXPORKIRPDG-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1"
},
"smiles": "[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
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{
"id": "5988",
"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_38937c3ff8fcbbdfe82c5b4f",
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"molecule": {
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"inchikey": "WVDDGKGOMKODPV-UHFFFAOYSA-N",
"smiles": "OCc1ccccc1"
},
"smiles": "OCc1ccccc1",
"reactionStepId": null,
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},
{
"id": "5989",
"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_5f2a03bec875286e1dc8cbcb",
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"isLeaf": true,
"molecule": {
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"inchikey": "ZQOMVYJXWOMHKP-UHFFFAOYSA-N",
"smiles": "CC(C)c1ccc(C(=O)O)c(O)n1"
},
"smiles": "CC(C)c1ccc(C(=O)O)c(=O)[nH]1",
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}
]
}
]
}
]
},
{
"id": "5990",
"routeId": "sa_35a93b5f9d1c29077942b8e2",
"moleculeId": "sa_92b93fa5c190c1d29d2c1134",
"parentId": "5982",
"isLeaf": true,
"molecule": {
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"inchikey": "KFPMLWUKHQMEBU-UHFFFAOYSA-N",
"smiles": "Cc1cccc(S(=O)(=O)Cl)c1"
},
"smiles": "Cc1cccc(S(=O)(=O)Cl)c1",
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]
}
]
}
}