Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cn1c(Nc2c(Cl)ccc(CNC(=O)C(C)(C)C)c2Cl)nc2cc(C(=O)Nc3ccc(F)c(Cl)c3)c(F)cc21
InChiKey
PGARKUYMPXOIPJ-UHFFFAOYSA-N
Route Signature
64f3b7821806060f7dd452d900e68414f0ef12b1cb1636e755e2029b665d4f33
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2451ea7c1fbfade8eca3fa83",
"signature": "64f3b7821806060f7dd452d900e68414f0ef12b1cb1636e755e2029b665d4f33",
"contentHash": "806bf27b17ec3daeb3e3be0fbb40dcf569503e24f70a845b0877b31c7935bf04",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_1604f3e2a5a6954591b9d5eb",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00074",
"moleculeId": "sa_59225b3f13f7a95a9f36c775",
"smiles": "Cn1c(Nc2c(Cl)ccc(CNC(=O)C(C)(C)C)c2Cl)nc2cc(C(=O)Nc3ccc(F)c(Cl)c3)c(F)cc21",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_59225b3f13f7a95a9f36c775",
"inchikey": "PGARKUYMPXOIPJ-UHFFFAOYSA-N",
"smiles": "Cn1c(Nc2c(Cl)ccc(CNC(=O)C(C)(C)C)c2Cl)nc2cc(C(=O)Nc3ccc(F)c(Cl)c3)c(F)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12303",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_59225b3f13f7a95a9f36c775",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_59225b3f13f7a95a9f36c775",
"inchikey": "PGARKUYMPXOIPJ-UHFFFAOYSA-N",
"smiles": "Cn1c(Nc2c(Cl)ccc(CNC(=O)C(C)(C)C)c2Cl)nc2cc(C(=O)Nc3ccc(F)c(Cl)c3)c(F)cc21"
},
"smiles": "Cn1c(Nc2c(Cl)ccc(CNC(=O)C(C)(C)C)c2Cl)nc2cc(C(=O)Nc3ccc(F)c(Cl)c3)c(F)cc21",
"reactionStepId": "sa_d465e26c93e22cfa6aa7d9f3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214786A1;0470;1258706\",\"rsmi\":\"S=[C:3]=[N:4][c:5]1[c:6]([Cl:7])[c:8]([CH2:9][NH:10][C:11](=[O:12])[C:13]([CH3:14])([CH3:15])[CH3:16])[cH:17][cH:18][c:19]1[Cl:20].[CH3:1][NH:2][c:23]1[c:22]([NH2:21])[cH:39][c:27]([C:28](=[O:29])[NH:30][c:31]2[cH:32][c:33]([Cl:34])[c:35]([F:36])[cH:37][cH:38]2)[c:25]([F:26])[cH:24]1>CC(C)N=C=NC(C)C>[CH3:1][n:2]1[c:3]([NH:4][c:5]2[c:6]([Cl:7])[c:8]([CH2:9][NH:10][C:11](=[O:12])[C:13]([CH3:14])([CH3:15])[CH3:16])[cH:17][cH:18][c:19]2[Cl:20])[n:21][c:22]2[c:23]1[cH:24][c:25]([F:26])[c:27]([C:28](=[O:29])[NH:30][c:31]1[cH:32][c:33]([Cl:34])[c:35]([F:36])[cH:37][cH:38]1)[cH:39]2\"},\"mapped_reaction_smiles\":\"S=[C:3]=[N:4][c:5]1[c:6]([Cl:7])[c:8]([CH2:9][NH:10][C:11](=[O:12])[C:13]([CH3:14])([CH3:15])[CH3:16])[cH:17][cH:18][c:19]1[Cl:20].[CH3:1][NH:2][c:23]1[c:22]([NH2:21])[cH:39][c:27]([C:28](=[O:29])[NH:30][c:31]2[cH:32][c:33]([Cl:34])[c:35]([F:36])[cH:37][cH:38]2)[c:25]([F:26])[cH:24]1>CC(C)N=C=NC(C)C>[CH3:1][n:2]1[c:3]([NH:4][c:5]2[c:6]([Cl:7])[c:8]([CH2:9][NH:10][C:11](=[O:12])[C:13]([CH3:14])([CH3:15])[CH3:16])[cH:17][cH:18][c:19]2[Cl:20])[n:21][c:22]2[c:23]1[cH:24][c:25]([F:26])[c:27]([C:28](=[O:29])[NH:30][c:31]1[cH:32][c:33]([Cl:34])[c:35]([F:36])[cH:37][cH:38]1)[cH:39]2\"}",
"reactionStep": {
"id": "sa_d465e26c93e22cfa6aa7d9f3",
"reactionHash": "e23d243f5ccc62080e82f1905b1ee13bdb5a110d1e99e30f9001db502d957494"
},
"children": [
{
"id": "12304",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_5e415e4fe5c83257c2dcc91f",
"parentId": "12303",
"isLeaf": true,
"molecule": {
"id": "sa_5e415e4fe5c83257c2dcc91f",
"inchikey": "FSRLUWUCBIEYSR-UHFFFAOYSA-N",
"smiles": "CNc1cc(F)c(C(=O)Nc2ccc(F)c(Cl)c2)cc1N"
},
"smiles": "CNc1cc(F)c(C(=O)Nc2ccc(F)c(Cl)c2)cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12305",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_b55059ed074ff9444c8aae1d",
"parentId": "12303",
"isLeaf": false,
"molecule": {
"id": "sa_b55059ed074ff9444c8aae1d",
"inchikey": "HXKDIIVLIUZWNP-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(=O)NCc1ccc(Cl)c(N=C=S)c1Cl"
},
"smiles": "CC(C)(C)C(=O)NCc1ccc(Cl)c(N=C=S)c1Cl",
"reactionStepId": "sa_a6bd61dd687a8186efbad09c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214786A1;0334;1258657\",\"rsmi\":\"O=c1ccccn1[C:14](n1ccccc1=O)=[S:15].[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[NH:7][CH2:8][c:9]1[c:10]([Cl:11])[c:12]([NH2:13])[c:16]([Cl:17])[cH:18][cH:19]1>C1COCCO1>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[NH:7][CH2:8][c:9]1[c:10]([Cl:11])[c:12]([N:13]=[C:14]=[S:15])[c:16]([Cl:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=c1ccccn1[C:14](n1ccccc1=O)=[S:15].[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[NH:7][CH2:8][c:9]1[c:10]([Cl:11])[c:12]([NH2:13])[c:16]([Cl:17])[cH:18][cH:19]1>C1COCCO1>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[NH:7][CH2:8][c:9]1[c:10]([Cl:11])[c:12]([N:13]=[C:14]=[S:15])[c:16]([Cl:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_a6bd61dd687a8186efbad09c",
"reactionHash": "3f3960803e4ac2fe92681d42b58e71d746bce8cdc2cd4c4779c2597d36a14d65"
},
"children": [
{
"id": "12306",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_0ad595a86de970156704d0a7",
"parentId": "12305",
"isLeaf": true,
"molecule": {
"id": "sa_0ad595a86de970156704d0a7",
"inchikey": "KXMMNJQMGILZDB-UHFFFAOYSA-N",
"smiles": "O=c1ccccn1C(=S)n1ccccc1=O"
},
"smiles": "O=c1ccccn1C(=S)n1ccccc1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12307",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_b055f36bf1d2528875d6f98e",
"parentId": "12305",
"isLeaf": false,
"molecule": {
"id": "sa_b055f36bf1d2528875d6f98e",
"inchikey": "LWORGTVACUNHFW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(=O)NCc1ccc(Cl)c(N)c1Cl"
},
"smiles": "CC(C)(C)C(=O)NCc1ccc(Cl)c(N)c1Cl",
"reactionStepId": "sa_4d23d48455cbdea6d2d205d2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214786A1;0332;1258656\",\"rsmi\":\"Cl[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])=[O:6].[NH2:7][CH2:8][c:9]1[c:10]([Cl:11])[c:12]([NH2:13])[c:14]([Cl:15])[cH:16][cH:17]1>C1CCOC1>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[NH:7][CH2:8][c:9]1[c:10]([Cl:11])[c:12]([NH2:13])[c:14]([Cl:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])=[O:6].[NH2:7][CH2:8][c:9]1[c:10]([Cl:11])[c:12]([NH2:13])[c:14]([Cl:15])[cH:16][cH:17]1>C1CCOC1>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[NH:7][CH2:8][c:9]1[c:10]([Cl:11])[c:12]([NH2:13])[c:14]([Cl:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_4d23d48455cbdea6d2d205d2",
"reactionHash": "11936d34e2156c1d0c91f6a1afe20ae1bf0cb608af8a17e666e97f80f340833d"
},
"children": [
{
"id": "12308",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_c4a4e8fc10f9a494534f9123",
"parentId": "12307",
"isLeaf": true,
"molecule": {
"id": "sa_c4a4e8fc10f9a494534f9123",
"inchikey": "JVSFQJZRHXAUGT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(=O)Cl"
},
"smiles": "CC(C)(C)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12309",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_4f6f3034aa4a4cedf96ca75a",
"parentId": "12307",
"isLeaf": false,
"molecule": {
"id": "sa_4f6f3034aa4a4cedf96ca75a",
"inchikey": "UVOTWFRREWPTKG-UHFFFAOYSA-N",
"smiles": "NCc1ccc(Cl)c(N)c1Cl"
},
"smiles": "NCc1ccc(Cl)c(N)c1Cl",
"reactionStepId": "sa_91734badc9c2fe5bb0a07881",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214786A1;0330;1258655\",\"rsmi\":\"O=[C:2]([NH2:1])[c:3]1[c:4]([Cl:5])[c:6]([NH2:7])[c:8]([Cl:9])[cH:10][cH:11]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[NH2:1][CH2:2][c:3]1[c:4]([Cl:5])[c:6]([NH2:7])[c:8]([Cl:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"O=[C:2]([NH2:1])[c:3]1[c:4]([Cl:5])[c:6]([NH2:7])[c:8]([Cl:9])[cH:10][cH:11]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[NH2:1][CH2:2][c:3]1[c:4]([Cl:5])[c:6]([NH2:7])[c:8]([Cl:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_91734badc9c2fe5bb0a07881",
"reactionHash": "77cbc4acd031245a4f7f74bf36d1c2ddbe5a08fb5a857455064f3b961088cc0f"
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"children": [
{
"id": "12310",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_6c5f6a2fc0b7f3e458ba8762",
"parentId": "12309",
"isLeaf": false,
"molecule": {
"id": "sa_6c5f6a2fc0b7f3e458ba8762",
"inchikey": "PCUKSZVLKIIZRT-UHFFFAOYSA-N",
"smiles": "NC(=O)c1ccc(Cl)c(N)c1Cl"
},
"smiles": "NC(=O)c1ccc(Cl)c(N)c1Cl",
"reactionStepId": "sa_e425b85cdd01bc7f6df18b7d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214786A1;0328;1258654\",\"rsmi\":\"O[C:2](=[O:3])[c:4]1[c:5]([Cl:6])[c:7]([NH2:8])[c:9]([Cl:10])[cH:11][cH:12]1.[NH3:1]>C1CCOC1.CC(C)=C(Cl)N(C)C>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([Cl:6])[c:7]([NH2:8])[c:9]([Cl:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:3])[c:4]1[c:5]([Cl:6])[c:7]([NH2:8])[c:9]([Cl:10])[cH:11][cH:12]1.[NH3:1]>C1CCOC1.CC(C)=C(Cl)N(C)C>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([Cl:6])[c:7]([NH2:8])[c:9]([Cl:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_e425b85cdd01bc7f6df18b7d",
"reactionHash": "2ee82cf571007d0696b0403cab9f6b191a5628646b7cd8c0804cf5ef553b57d1"
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"children": [
{
"id": "12311",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_01e0ae8a3783582ddbecb339",
"parentId": "12310",
"isLeaf": false,
"molecule": {
"id": "sa_01e0ae8a3783582ddbecb339",
"inchikey": "MWIWETSWQFRAPN-UHFFFAOYSA-N",
"smiles": "Nc1c(Cl)ccc(C(=O)O)c1Cl"
},
"smiles": "Nc1c(Cl)ccc(C(=O)O)c1Cl",
"reactionStepId": "sa_8372aae50925367e355b089b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214786A1;0326;1258653\",\"rsmi\":\"CC(=O)[NH:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]1[Cl:12]>CC(=O)O.Cl>[NH2:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]1[Cl:12]\"},\"mapped_reaction_smiles\":\"CC(=O)[NH:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]1[Cl:12]>CC(=O)O.Cl>[NH2:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]1[Cl:12]\"}",
"reactionStep": {
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"reactionHash": "1cc8da035a11b495a7a8c2ec291f84761ab0c0d9b1a614f6adfdb61edd1d8073"
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"children": [
{
"id": "12312",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_142d8723231b1d3d6c700cfb",
"parentId": "12311",
"isLeaf": true,
"molecule": {
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"inchikey": "JTNUYPZFVNHVGY-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1c(Cl)ccc(C(=O)O)c1Cl"
},
"smiles": "CC(=O)Nc1c(Cl)ccc(C(=O)O)c1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
},
{
"id": "12313",
"routeId": "sa_2451ea7c1fbfade8eca3fa83",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "12310",
"isLeaf": true,
"molecule": {
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"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
]
}
}