Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(NCc1ccc(Cl)c(N=C=S)c1Cl)C1(C(F)(F)F)CC1
InChiKey
AHCCSFPMHUOQPT-UHFFFAOYSA-N
Route Signature
b6a96ae64ad3fb7f8f67d64e3d13e2856681a8040c7f17929c5164672fbdc15d
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_80393270b66729330e15c04f",
"signature": "b6a96ae64ad3fb7f8f67d64e3d13e2856681a8040c7f17929c5164672fbdc15d",
"contentHash": "c666f95c2a962b65802906d5f2bddbfeacef7059e86d1a7d07916adebdd0cbd8",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_6571580cf8d8314c0400d67b",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-08511",
"moleculeId": "sa_7852aefba229ac324cbd0158",
"smiles": "O=C(NCc1ccc(Cl)c(N=C=S)c1Cl)C1(C(F)(F)F)CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7852aefba229ac324cbd0158",
"inchikey": "AHCCSFPMHUOQPT-UHFFFAOYSA-N",
"smiles": "O=C(NCc1ccc(Cl)c(N=C=S)c1Cl)C1(C(F)(F)F)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16427",
"routeId": "sa_80393270b66729330e15c04f",
"moleculeId": "sa_7852aefba229ac324cbd0158",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7852aefba229ac324cbd0158",
"inchikey": "AHCCSFPMHUOQPT-UHFFFAOYSA-N",
"smiles": "O=C(NCc1ccc(Cl)c(N=C=S)c1Cl)C1(C(F)(F)F)CC1"
},
"smiles": "O=C(NCc1ccc(Cl)c(N=C=S)c1Cl)C1(C(F)(F)F)CC1",
"reactionStepId": "sa_9dba3fe42727a9911f1267d5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214786A1;0386;1258679\",\"rsmi\":\"O=c1ccccn1[C:10](n1ccccc1=O)=[S:11].[O:1]=[C:2]([NH:3][CH2:4][c:5]1[c:6]([Cl:7])[c:8]([NH2:9])[c:12]([Cl:13])[cH:14][cH:15]1)[C:16]1([C:17]([F:18])([F:19])[F:20])[CH2:21][CH2:22]1>>[O:1]=[C:2]([NH:3][CH2:4][c:5]1[c:6]([Cl:7])[c:8]([N:9]=[C:10]=[S:11])[c:12]([Cl:13])[cH:14][cH:15]1)[C:16]1([C:17]([F:18])([F:19])[F:20])[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"O=c1ccccn1[C:10](n1ccccc1=O)=[S:11].[O:1]=[C:2]([NH:3][CH2:4][c:5]1[c:6]([Cl:7])[c:8]([NH2:9])[c:12]([Cl:13])[cH:14][cH:15]1)[C:16]1([C:17]([F:18])([F:19])[F:20])[CH2:21][CH2:22]1>>[O:1]=[C:2]([NH:3][CH2:4][c:5]1[c:6]([Cl:7])[c:8]([N:9]=[C:10]=[S:11])[c:12]([Cl:13])[cH:14][cH:15]1)[C:16]1([C:17]([F:18])([F:19])[F:20])[CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_9dba3fe42727a9911f1267d5",
"reactionHash": "437b5201685ee99c295d90368dcf50086e444819035007fae37f3ea8cdfd4d65"
},
"children": [
{
"id": "16428",
"routeId": "sa_80393270b66729330e15c04f",
"moleculeId": "sa_0ad595a86de970156704d0a7",
"parentId": "16427",
"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": "16429",
"routeId": "sa_80393270b66729330e15c04f",
"moleculeId": "sa_c6a06334ea3145965afe3936",
"parentId": "16427",
"isLeaf": false,
"molecule": {
"id": "sa_c6a06334ea3145965afe3936",
"inchikey": "PBEGSXAQDLOTJM-UHFFFAOYSA-N",
"smiles": "Nc1c(Cl)ccc(CNC(=O)C2(C(F)(F)F)CC2)c1Cl"
},
"smiles": "Nc1c(Cl)ccc(CNC(=O)C2(C(F)(F)F)CC2)c1Cl",
"reactionStepId": "sa_2fd3e288bb3594072ffdd4a8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214786A1;0384;1258678\",\"rsmi\":\"O[C:10](=[O:11])[C:12]1([C:13]([F:14])([F:15])[F:16])[CH2:17][CH2:18]1.[NH2:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([CH2:8][NH2:9])[c:19]1[Cl:20]>CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F>[NH2:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([CH2:8][NH:9][C:10](=[O:11])[C:12]2([C:13]([F:14])([F:15])[F:16])[CH2:17][CH2:18]2)[c:19]1[Cl:20]\"},\"mapped_reaction_smiles\":\"O[C:10](=[O:11])[C:12]1([C:13]([F:14])([F:15])[F:16])[CH2:17][CH2:18]1.[NH2:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([CH2:8][NH2:9])[c:19]1[Cl:20]>CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F>[NH2:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([CH2:8][NH:9][C:10](=[O:11])[C:12]2([C:13]([F:14])([F:15])[F:16])[CH2:17][CH2:18]2)[c:19]1[Cl:20]\"}",
"reactionStep": {
"id": "sa_2fd3e288bb3594072ffdd4a8",
"reactionHash": "14e7235bd4e1e7a91116cae95fa9f7f4707cd66c0b48f7f3f7fabd53257f459c"
},
"children": [
{
"id": "16430",
"routeId": "sa_80393270b66729330e15c04f",
"moleculeId": "sa_c6e3b02505c8f74719aa35fc",
"parentId": "16429",
"isLeaf": true,
"molecule": {
"id": "sa_c6e3b02505c8f74719aa35fc",
"inchikey": "SKCBKBCACWDALV-UHFFFAOYSA-N",
"smiles": "O=C(O)C1(C(F)(F)F)CC1"
},
"smiles": "O=C(O)C1(C(F)(F)F)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16431",
"routeId": "sa_80393270b66729330e15c04f",
"moleculeId": "sa_4f6f3034aa4a4cedf96ca75a",
"parentId": "16429",
"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"
},
"children": [
{
"id": "16432",
"routeId": "sa_80393270b66729330e15c04f",
"moleculeId": "sa_6c5f6a2fc0b7f3e458ba8762",
"parentId": "16431",
"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"
},
"children": [
{
"id": "16433",
"routeId": "sa_80393270b66729330e15c04f",
"moleculeId": "sa_01e0ae8a3783582ddbecb339",
"parentId": "16432",
"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": {
"id": "sa_8372aae50925367e355b089b",
"reactionHash": "1cc8da035a11b495a7a8c2ec291f84761ab0c0d9b1a614f6adfdb61edd1d8073"
},
"children": [
{
"id": "16434",
"routeId": "sa_80393270b66729330e15c04f",
"moleculeId": "sa_142d8723231b1d3d6c700cfb",
"parentId": "16433",
"isLeaf": true,
"molecule": {
"id": "sa_142d8723231b1d3d6c700cfb",
"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,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16435",
"routeId": "sa_80393270b66729330e15c04f",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "16432",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}