Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Nc1nc2[nH]nc(-c3cccc(Cl)c3)c2s1)c1ccccc1
InChiKey
NKPWCGQGHVFFOB-UHFFFAOYSA-N
Route Signature
bbbfe130be5d27a7194e830af4cc0a8a008ad53f13429b6d9addfa2b1fdd9611
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_78ca65ac2f2d6172b8ba8cd9",
"signature": "bbbfe130be5d27a7194e830af4cc0a8a008ad53f13429b6d9addfa2b1fdd9611",
"contentHash": "bad2d6464a74711e0988055c17d189dbeb27e0fb6d284f7f36a94b4279f92565",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_8db351a7bc85928414a58447",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05689",
"moleculeId": "sa_616a0e680d5cbc168b0a4179",
"smiles": "O=C(Nc1nc2[nH]nc(-c3cccc(Cl)c3)c2s1)c1ccccc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_616a0e680d5cbc168b0a4179",
"inchikey": "NKPWCGQGHVFFOB-UHFFFAOYSA-N",
"smiles": "O=C(Nc1nc2[nH]nc(-c3cccc(Cl)c3)c2s1)c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15749",
"routeId": "sa_78ca65ac2f2d6172b8ba8cd9",
"moleculeId": "sa_616a0e680d5cbc168b0a4179",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_616a0e680d5cbc168b0a4179",
"inchikey": "NKPWCGQGHVFFOB-UHFFFAOYSA-N",
"smiles": "O=C(Nc1nc2[nH]nc(-c3cccc(Cl)c3)c2s1)c1ccccc1"
},
"smiles": "O=C(Nc1nc2[nH]nc(-c3cccc(Cl)c3)c2s1)c1ccccc1",
"reactionStepId": "sa_99fea29704372d63dbd104a2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100179190A1;0181;912964\",\"rsmi\":\"Br[c:7]1[c:6]([NH2:5])[nH:18][n:17][c:9]1-[c:10]1[cH:11][c:12]([Cl:13])[cH:14][cH:15][cH:16]1.[O:1]=[C:2]([N:3]=[C:4]=[S:8])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1>C1COCCO1>[O:1]=[C:2]([NH:3][c:4]1[n:5][c:6]2[c:7]([s:8]1)[c:9](-[c:10]1[cH:11][c:12]([Cl:13])[cH:14][cH:15][cH:16]1)[n:17][nH:18]2)[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[c:6]([NH2:5])[nH:18][n:17][c:9]1-[c:10]1[cH:11][c:12]([Cl:13])[cH:14][cH:15][cH:16]1.[O:1]=[C:2]([N:3]=[C:4]=[S:8])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1>C1COCCO1>[O:1]=[C:2]([NH:3][c:4]1[n:5][c:6]2[c:7]([s:8]1)[c:9](-[c:10]1[cH:11][c:12]([Cl:13])[cH:14][cH:15][cH:16]1)[n:17][nH:18]2)[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_99fea29704372d63dbd104a2",
"reactionHash": "bede3c7110c6246f9e98eb11b806239b057d97689d9bf745e7654b4800698ffe"
},
"children": [
{
"id": "15750",
"routeId": "sa_78ca65ac2f2d6172b8ba8cd9",
"moleculeId": "sa_da820465b0365eb32fb2a64a",
"parentId": "15749",
"isLeaf": true,
"molecule": {
"id": "sa_da820465b0365eb32fb2a64a",
"inchikey": "CPEKAXYCDKETEN-UHFFFAOYSA-N",
"smiles": "O=C(N=C=S)c1ccccc1"
},
"smiles": "O=C(N=C=S)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15751",
"routeId": "sa_78ca65ac2f2d6172b8ba8cd9",
"moleculeId": "sa_a9ad50022d6c2ac7eeb5d6f8",
"parentId": "15749",
"isLeaf": false,
"molecule": {
"id": "sa_a9ad50022d6c2ac7eeb5d6f8",
"inchikey": "QACFFJNVDIDMCH-UHFFFAOYSA-N",
"smiles": "Nc1[nH]nc(-c2cccc(Cl)c2)c1Br"
},
"smiles": "Nc1[nH]nc(-c2cccc(Cl)c2)c1Br",
"reactionStepId": "sa_be9f2035e8c3ade02c8056e5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100179190A1;0180;912963\",\"rsmi\":\"O=C1CCC(=O)N1[Br:4].[NH2:1][c:2]1[cH:3][c:5](-[c:6]2[cH:7][c:8]([Cl:9])[cH:10][cH:11][cH:12]2)[n:13][nH:14]1>C1CCOC1>[NH2:1][c:2]1[c:3]([Br:4])[c:5](-[c:6]2[cH:7][c:8]([Cl:9])[cH:10][cH:11][cH:12]2)[n:13][nH:14]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:4].[NH2:1][c:2]1[cH:3][c:5](-[c:6]2[cH:7][c:8]([Cl:9])[cH:10][cH:11][cH:12]2)[n:13][nH:14]1>C1CCOC1>[NH2:1][c:2]1[c:3]([Br:4])[c:5](-[c:6]2[cH:7][c:8]([Cl:9])[cH:10][cH:11][cH:12]2)[n:13][nH:14]1\"}",
"reactionStep": {
"id": "sa_be9f2035e8c3ade02c8056e5",
"reactionHash": "4ade370b502d252d7a00197ac8665e781acd887e302c251fb47f320748015924"
},
"children": [
{
"id": "15752",
"routeId": "sa_78ca65ac2f2d6172b8ba8cd9",
"moleculeId": "sa_2bdb2921bfe48cbb302b11e4",
"parentId": "15751",
"isLeaf": false,
"molecule": {
"id": "sa_2bdb2921bfe48cbb302b11e4",
"inchikey": "HLKDVENNWRMMOS-UHFFFAOYSA-N",
"smiles": "N=c1cc(-c2cccc(Cl)c2)[nH][nH]1"
},
"smiles": "Nc1cc(-c2cccc(Cl)c2)n[nH]1",
"reactionStepId": "sa_052a2d10e607f01dc956a093",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100179190A1;0179;912962\",\"rsmi\":\"O=[C:4]([CH2:3][C:2]#[N:1])[c:5]1[cH:6][c:7]([Cl:8])[cH:9][cH:10][cH:11]1.[NH2:12][NH2:13]>CCO.O>[NH2:1][c:2]1[cH:3][c:4](-[c:5]2[cH:6][c:7]([Cl:8])[cH:9][cH:10][cH:11]2)[n:12][nH:13]1\"},\"mapped_reaction_smiles\":\"O=[C:4]([CH2:3][C:2]#[N:1])[c:5]1[cH:6][c:7]([Cl:8])[cH:9][cH:10][cH:11]1.[NH2:12][NH2:13]>CCO.O>[NH2:1][c:2]1[cH:3][c:4](-[c:5]2[cH:6][c:7]([Cl:8])[cH:9][cH:10][cH:11]2)[n:12][nH:13]1\"}",
"reactionStep": {
"id": "sa_052a2d10e607f01dc956a093",
"reactionHash": "12567f81cf26bf2de7b34ab46eee97e1fe3356d1256d3da96c15e2a5b0151f3f"
},
"children": [
{
"id": "15753",
"routeId": "sa_78ca65ac2f2d6172b8ba8cd9",
"moleculeId": "sa_10d8fa41b0d466f7c611fcb3",
"parentId": "15752",
"isLeaf": true,
"molecule": {
"id": "sa_10d8fa41b0d466f7c611fcb3",
"inchikey": "IUDFNNHFARLIPF-UHFFFAOYSA-N",
"smiles": "N#CCC(=O)c1cccc(Cl)c1"
},
"smiles": "N#CCC(=O)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15754",
"routeId": "sa_78ca65ac2f2d6172b8ba8cd9",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "15752",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15755",
"routeId": "sa_78ca65ac2f2d6172b8ba8cd9",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "15751",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}