Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(CNc2cc(Oc3ccc4nc(NC(=O)C5CC5)cn4n3)ccc2Cl)n(C)n1
InChiKey
GOTKCFLFUISASJ-UHFFFAOYSA-N
Route Signature
7b97313c0cdb91093932f5274af4ada42a0cf3fe1b5233ef4bc3b431d25b7f5c
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_06212177b5a16efe815f75cf",
"signature": "7b97313c0cdb91093932f5274af4ada42a0cf3fe1b5233ef4bc3b431d25b7f5c",
"contentHash": "3449bb306101deab10fb4d4e0e55124bff4320d16f416119cd323281dc3d4b49",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_fea954286f5a76019aab5dde",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05430",
"moleculeId": "sa_4850459e23166e502fe69c3b",
"smiles": "Cc1cc(CNc2cc(Oc3ccc4nc(NC(=O)C5CC5)cn4n3)ccc2Cl)n(C)n1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_4850459e23166e502fe69c3b",
"inchikey": "GOTKCFLFUISASJ-UHFFFAOYSA-N",
"smiles": "Cc1cc(CNc2cc(Oc3ccc4nc(NC(=O)C5CC5)cn4n3)ccc2Cl)n(C)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11418",
"routeId": "sa_06212177b5a16efe815f75cf",
"moleculeId": "sa_4850459e23166e502fe69c3b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4850459e23166e502fe69c3b",
"inchikey": "GOTKCFLFUISASJ-UHFFFAOYSA-N",
"smiles": "Cc1cc(CNc2cc(Oc3ccc4nc(NC(=O)C5CC5)cn4n3)ccc2Cl)n(C)n1"
},
"smiles": "Cc1cc(CNc2cc(Oc3ccc4nc(NC(=O)C5CC5)cn4n3)ccc2Cl)n(C)n1",
"reactionStepId": "sa_b9e5a4a6259503b7730ffd82",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168424A1;2083;909193\",\"rsmi\":\"I[c:16]1[n:17][n:18]2[cH:19][c:20]([NH:21][C:22](=[O:23])[CH:24]3[CH2:25][CH2:26]3)[n:27][c:28]2[cH:29][cH:30]1.[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([CH2:7][NH:8][c:9]2[c:10]([Cl:11])[cH:12][cH:13][c:14]([OH:15])[cH:31]2)[cH:32]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([CH2:7][NH:8][c:9]2[c:10]([Cl:11])[cH:12][cH:13][c:14]([O:15][c:16]3[n:17][n:18]4[cH:19][c:20]([NH:21][C:22](=[O:23])[CH:24]5[CH2:25][CH2:26]5)[n:27][c:28]4[cH:29][cH:30]3)[cH:31]2)[cH:32]1\"},\"mapped_reaction_smiles\":\"I[c:16]1[n:17][n:18]2[cH:19][c:20]([NH:21][C:22](=[O:23])[CH:24]3[CH2:25][CH2:26]3)[n:27][c:28]2[cH:29][cH:30]1.[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([CH2:7][NH:8][c:9]2[c:10]([Cl:11])[cH:12][cH:13][c:14]([OH:15])[cH:31]2)[cH:32]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([CH2:7][NH:8][c:9]2[c:10]([Cl:11])[cH:12][cH:13][c:14]([O:15][c:16]3[n:17][n:18]4[cH:19][c:20]([NH:21][C:22](=[O:23])[CH:24]5[CH2:25][CH2:26]5)[n:27][c:28]4[cH:29][cH:30]3)[cH:31]2)[cH:32]1\"}",
"reactionStep": {
"id": "sa_b9e5a4a6259503b7730ffd82",
"reactionHash": "ce7bc230f8f52ce453155531a19190fddf16e4266a142e919caececa5e1b2828"
},
"children": [
{
"id": "11419",
"routeId": "sa_06212177b5a16efe815f75cf",
"moleculeId": "sa_fde97fc48bd5b63f40844124",
"parentId": "11418",
"isLeaf": false,
"molecule": {
"id": "sa_fde97fc48bd5b63f40844124",
"inchikey": "RKDUWFHKIHZLNB-UHFFFAOYSA-N",
"smiles": "Cc1cc(CNc2cc(O)ccc2Cl)n(C)n1"
},
"smiles": "Cc1cc(CNc2cc(O)ccc2Cl)n(C)n1",
"reactionStepId": "sa_64c9731c6ee0d2d000e87b61",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168424A1;1306;908951\",\"rsmi\":\"O=[C:7]([c:6]1[n:4]([CH3:5])[n:3][c:2]([CH3:1])[cH:17]1)[NH:8][c:9]1[c:10]([Cl:11])[cH:12][cH:13][c:14]([OH:15])[cH:16]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([CH2:7][NH:8][c:9]2[c:10]([Cl:11])[cH:12][cH:13][c:14]([OH:15])[cH:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([c:6]1[n:4]([CH3:5])[n:3][c:2]([CH3:1])[cH:17]1)[NH:8][c:9]1[c:10]([Cl:11])[cH:12][cH:13][c:14]([OH:15])[cH:16]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([CH2:7][NH:8][c:9]2[c:10]([Cl:11])[cH:12][cH:13][c:14]([OH:15])[cH:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_64c9731c6ee0d2d000e87b61",
"reactionHash": "173f8b4c854ffd4dac62765a73fa48ab43df200f7f7f53dd83318e7a240a12c2"
},
"children": [
{
"id": "11420",
"routeId": "sa_06212177b5a16efe815f75cf",
"moleculeId": "sa_0edf200dd9ce85cd71eb3119",
"parentId": "11419",
"isLeaf": false,
"molecule": {
"id": "sa_0edf200dd9ce85cd71eb3119",
"inchikey": "XOFJGDDDCSZGBY-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)Nc2cc(O)ccc2Cl)n(C)n1"
},
"smiles": "Cc1cc(C(=O)Nc2cc(O)ccc2Cl)n(C)n1",
"reactionStepId": "sa_b73f4cef869ae5dd7c38a0db",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168424A1;1306;908950\",\"rsmi\":\"Cl[C:7]([c:6]1[n:4]([CH3:5])[n:3][c:2]([CH3:1])[cH:18]1)=[O:8].[NH2:9][c:10]1[c:11]([Cl:12])[cH:13][cH:14][c:15]([OH:16])[cH:17]1>CC(=O)N(C)C>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([C:7](=[O:8])[NH:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14][c:15]([OH:16])[cH:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[C:7]([c:6]1[n:4]([CH3:5])[n:3][c:2]([CH3:1])[cH:18]1)=[O:8].[NH2:9][c:10]1[c:11]([Cl:12])[cH:13][cH:14][c:15]([OH:16])[cH:17]1>CC(=O)N(C)C>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([C:7](=[O:8])[NH:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14][c:15]([OH:16])[cH:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_b73f4cef869ae5dd7c38a0db",
"reactionHash": "537703903f4a547c60f75e83cba89d4f5969e6b2c2cf61c759733bd892db6452"
},
"children": [
{
"id": "11421",
"routeId": "sa_06212177b5a16efe815f75cf",
"moleculeId": "sa_a1208b99688cdc691361a5e5",
"parentId": "11420",
"isLeaf": true,
"molecule": {
"id": "sa_a1208b99688cdc691361a5e5",
"inchikey": "FWUALUHYKLDYAN-UHFFFAOYSA-N",
"smiles": "Nc1cc(O)ccc1Cl"
},
"smiles": "Nc1cc(O)ccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11422",
"routeId": "sa_06212177b5a16efe815f75cf",
"moleculeId": "sa_eadab082f6fb9d93a55b7555",
"parentId": "11420",
"isLeaf": true,
"molecule": {
"id": "sa_eadab082f6fb9d93a55b7555",
"inchikey": "ZIAPGUFDEJWQHC-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)Cl)n(C)n1"
},
"smiles": "Cc1cc(C(=O)Cl)n(C)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11423",
"routeId": "sa_06212177b5a16efe815f75cf",
"moleculeId": "sa_96cdde04241957ba8af0a506",
"parentId": "11418",
"isLeaf": false,
"molecule": {
"id": "sa_96cdde04241957ba8af0a506",
"inchikey": "UNNFRMZWZRJHBF-UHFFFAOYSA-N",
"smiles": "O=C(Nc1cn2nc(I)ccc2n1)C1CC1"
},
"smiles": "O=C(Nc1cn2nc(I)ccc2n1)C1CC1",
"reactionStepId": "sa_3da7bc3c7624649efb8099a2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168424A1;1248;908928\",\"rsmi\":\"Cl[C:2](=[O:1])[CH:14]1[CH2:15][CH2:16]1.[NH2:3][c:4]1[cH:5][n:6]2[n:7][c:8]([I:9])[cH:10][cH:11][c:12]2[n:13]1>CC(=O)N(C)C.O>[O:1]=[C:2]([NH:3][c:4]1[cH:5][n:6]2[n:7][c:8]([I:9])[cH:10][cH:11][c:12]2[n:13]1)[CH:14]1[CH2:15][CH2:16]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH:14]1[CH2:15][CH2:16]1.[NH2:3][c:4]1[cH:5][n:6]2[n:7][c:8]([I:9])[cH:10][cH:11][c:12]2[n:13]1>CC(=O)N(C)C.O>[O:1]=[C:2]([NH:3][c:4]1[cH:5][n:6]2[n:7][c:8]([I:9])[cH:10][cH:11][c:12]2[n:13]1)[CH:14]1[CH2:15][CH2:16]1\"}",
"reactionStep": {
"id": "sa_3da7bc3c7624649efb8099a2",
"reactionHash": "2614114919d75ee85b99f7757a6e1e86345057ff8f8237dc4eff5c26f8bbc5d9"
},
"children": [
{
"id": "11424",
"routeId": "sa_06212177b5a16efe815f75cf",
"moleculeId": "sa_d2cd98293cc7cb33db604aa3",
"parentId": "11423",
"isLeaf": false,
"molecule": {
"id": "sa_d2cd98293cc7cb33db604aa3",
"inchikey": "RXJVFGCNOQXDCR-UHFFFAOYSA-N",
"smiles": "Nc1cn2nc(I)ccc2n1"
},
"smiles": "Nc1cn2nc(I)ccc2n1",
"reactionStepId": "sa_b9e2c0fde36de79d031911f1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168424A1;1242;908926\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:1][c:2]1[cH:3][n:4]2[n:5][c:6]([I:7])[cH:8][cH:9][c:10]2[n:11]1>CCOC(C)=O.CCOC(C)=O.CCOCC.Cl>[NH2:1][c:2]1[cH:3][n:4]2[n:5][c:6]([I:7])[cH:8][cH:9][c:10]2[n:11]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:1][c:2]1[cH:3][n:4]2[n:5][c:6]([I:7])[cH:8][cH:9][c:10]2[n:11]1>CCOC(C)=O.CCOC(C)=O.CCOCC.Cl>[NH2:1][c:2]1[cH:3][n:4]2[n:5][c:6]([I:7])[cH:8][cH:9][c:10]2[n:11]1\"}",
"reactionStep": {
"id": "sa_b9e2c0fde36de79d031911f1",
"reactionHash": "814895af16a3daa93269710865e3444ada0e4b81cc258d98c0dc6568f0de06a6"
},
"children": [
{
"id": "11425",
"routeId": "sa_06212177b5a16efe815f75cf",
"moleculeId": "sa_74a39f712abc822eadbf4706",
"parentId": "11424",
"isLeaf": true,
"molecule": {
"id": "sa_74a39f712abc822eadbf4706",
"inchikey": "JNBWFNHTONZUNA-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1cn2nc(I)ccc2n1"
},
"smiles": "CC(C)(C)OC(=O)Nc1cn2nc(I)ccc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11426",
"routeId": "sa_06212177b5a16efe815f75cf",
"moleculeId": "sa_533af856f6df3abb2d70c000",
"parentId": "11423",
"isLeaf": true,
"molecule": {
"id": "sa_533af856f6df3abb2d70c000",
"inchikey": "ZOOSILUVXHVRJE-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C1CC1"
},
"smiles": "O=C(Cl)C1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}