Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)Nc1ccc2c(c1)N(C)C(=O)[C@@H](NC(=O)c1cc(Cc3ccccc3)on1)CO2
InChiKey
IIZWFTNGDCXXNB-IBGZPJMESA-N
Route Signature
c045517bece2ce2327de639e647e84ab4720408b24d650ea48bc510cedf6c087
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_97fa6626b24bc47ad0548920",
"signature": "c045517bece2ce2327de639e647e84ab4720408b24d650ea48bc510cedf6c087",
"contentHash": "814b230f11c7aaf17cf9c6b257f057a4da03f15d5c74ea41fad0d83cb40abb11",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_3cda1ee698d82f04b429f1cb",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03696",
"moleculeId": "sa_9bbbb24a3c864dc91439e5f1",
"smiles": "CC(=O)Nc1ccc2c(c1)N(C)C(=O)[C@@H](NC(=O)c1cc(Cc3ccccc3)on1)CO2",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9bbbb24a3c864dc91439e5f1",
"inchikey": "IIZWFTNGDCXXNB-IBGZPJMESA-N",
"smiles": "CC(=O)Nc1ccc2c(c1)N(C)C(=O)[C@@H](NC(=O)c1cc(Cc3ccccc3)on1)CO2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15222",
"routeId": "sa_97fa6626b24bc47ad0548920",
"moleculeId": "sa_9bbbb24a3c864dc91439e5f1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9bbbb24a3c864dc91439e5f1",
"inchikey": "IIZWFTNGDCXXNB-IBGZPJMESA-N",
"smiles": "CC(=O)Nc1ccc2c(c1)N(C)C(=O)[C@@H](NC(=O)c1cc(Cc3ccccc3)on1)CO2"
},
"smiles": "CC(=O)Nc1ccc2c(c1)N(C)C(=O)[C@@H](NC(=O)c1cc(Cc3ccccc3)on1)CO2",
"reactionStepId": "sa_ddec41d851eec4fb44de0bab",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150353533A1;0587;1798896\",\"rsmi\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[O:11][CH2:12][C@H:13]([NH:14][C:15](=[O:16])[c:17]1[n:18][o:19][c:20]([CH2:21][c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[cH:28]1)[C:29](=[O:30])[N:31]2[CH3:32]>C1CCOC1.CCN(C(C)C)C(C)C>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[O:11][CH2:12][C@H:13]([NH:14][C:15](=[O:16])[c:17]1[n:18][o:19][c:20]([CH2:21][c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[cH:28]1)[C:29](=[O:30])[N:31]2[CH3:32]\"},\"mapped_reaction_smiles\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[O:11][CH2:12][C@H:13]([NH:14][C:15](=[O:16])[c:17]1[n:18][o:19][c:20]([CH2:21][c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[cH:28]1)[C:29](=[O:30])[N:31]2[CH3:32]>C1CCOC1.CCN(C(C)C)C(C)C>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[O:11][CH2:12][C@H:13]([NH:14][C:15](=[O:16])[c:17]1[n:18][o:19][c:20]([CH2:21][c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[cH:28]1)[C:29](=[O:30])[N:31]2[CH3:32]\"}",
"reactionStep": {
"id": "sa_ddec41d851eec4fb44de0bab",
"reactionHash": "c959d87fc223a770c4aebc759568807de3c44fd5777d8b913cb0f158e2f98962"
},
"children": [
{
"id": "15223",
"routeId": "sa_97fa6626b24bc47ad0548920",
"moleculeId": "sa_0e63dcf46b0ab3a5d0bb1199",
"parentId": "15222",
"isLeaf": false,
"molecule": {
"id": "sa_0e63dcf46b0ab3a5d0bb1199",
"inchikey": "BJLZFUKKIWANEO-KRWDZBQOSA-N",
"smiles": "CN1C(=O)[C@@H](NC(=O)c2cc(Cc3ccccc3)on2)COc2ccc(N)cc21"
},
"smiles": "CN1C(=O)[C@@H](NC(=O)c2cc(Cc3ccccc3)on2)COc2ccc(N)cc21",
"reactionStepId": "sa_136926f2b0623e84530253de",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150353533A1;0411;1798832\",\"rsmi\":\"O[C:7](=[O:8])[c:9]1[n:10][o:11][c:12]([CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20]1.[CH3:1][N:2]1[C:3](=[O:4])[C@@H:5]([NH2:6])[CH2:21][O:22][c:23]2[c:24]1[cH:25][c:26]([NH2:27])[cH:28][cH:29]2>CC#N.CCOC(C)=O.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN1CCOCC1.Cl.F[PH](F)(F)(F)(F)F>[CH3:1][N:2]1[C:3](=[O:4])[C@@H:5]([NH:6][C:7](=[O:8])[c:9]2[n:10][o:11][c:12]([CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20]2)[CH2:21][O:22][c:23]2[c:24]1[cH:25][c:26]([NH2:27])[cH:28][cH:29]2\"},\"mapped_reaction_smiles\":\"O[C:7](=[O:8])[c:9]1[n:10][o:11][c:12]([CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20]1.[CH3:1][N:2]1[C:3](=[O:4])[C@@H:5]([NH2:6])[CH2:21][O:22][c:23]2[c:24]1[cH:25][c:26]([NH2:27])[cH:28][cH:29]2>CC#N.CCOC(C)=O.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN1CCOCC1.Cl.F[PH](F)(F)(F)(F)F>[CH3:1][N:2]1[C:3](=[O:4])[C@@H:5]([NH:6][C:7](=[O:8])[c:9]2[n:10][o:11][c:12]([CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20]2)[CH2:21][O:22][c:23]2[c:24]1[cH:25][c:26]([NH2:27])[cH:28][cH:29]2\"}",
"reactionStep": {
"id": "sa_136926f2b0623e84530253de",
"reactionHash": "b29aa2dc5e1b33309456052a0535d58dacb0cd0d352d98d818281ed34bf8a2ed"
},
"children": [
{
"id": "15224",
"routeId": "sa_97fa6626b24bc47ad0548920",
"moleculeId": "sa_6ebf76e04a21f08100f565d6",
"parentId": "15223",
"isLeaf": false,
"molecule": {
"id": "sa_6ebf76e04a21f08100f565d6",
"inchikey": "MQTGSIQQEKYWMR-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc(Cc2ccccc2)on1"
},
"smiles": "O=C(O)c1cc(Cc2ccccc2)on1",
"reactionStepId": "sa_de5fc37f5d92958e8cbd7f2f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150353533A1;0510;1798867\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[c:4]1[n:5][o:6][c:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15]1>CO.O.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[n:5][o:6][c:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[c:4]1[n:5][o:6][c:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15]1>CO.O.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[n:5][o:6][c:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15]1\"}",
"reactionStep": {
"id": "sa_de5fc37f5d92958e8cbd7f2f",
"reactionHash": "79cf151b9e77696103eb7955ec5958b4fb90b75f45f77d5be5cee5e9bd963c5e"
},
"children": [
{
"id": "15225",
"routeId": "sa_97fa6626b24bc47ad0548920",
"moleculeId": "sa_b8bc2fa2448dd3e9e6609be9",
"parentId": "15224",
"isLeaf": false,
"molecule": {
"id": "sa_b8bc2fa2448dd3e9e6609be9",
"inchikey": "XCYXOXDKVNFEIZ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(Cc2ccccc2)on1"
},
"smiles": "CCOC(=O)c1cc(Cc2ccccc2)on1",
"reactionStepId": "sa_330e1dd23ca3397e24760adc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150353533A1;0508;1798866\",\"rsmi\":\"Cl[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[N:7][OH:8].[C:9]([CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1)#[CH:17]>CC#N.CCN(CC)CC>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][o:8][c:9]([CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[N:7][OH:8].[C:9]([CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1)#[CH:17]>CC#N.CCN(CC)CC>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][o:8][c:9]([CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_330e1dd23ca3397e24760adc",
"reactionHash": "56e995ec91e2a93cd27a9c578d235ad546f01dcb486fb93520ee324a058dc4ee"
},
"children": [
{
"id": "15226",
"routeId": "sa_97fa6626b24bc47ad0548920",
"moleculeId": "sa_e3e712f574a15cd42ccbc2f7",
"parentId": "15225",
"isLeaf": true,
"molecule": {
"id": "sa_e3e712f574a15cd42ccbc2f7",
"inchikey": "NGKSKVYWPINGLI-UHFFFAOYSA-N",
"smiles": "C#CCc1ccccc1"
},
"smiles": "C#CCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15227",
"routeId": "sa_97fa6626b24bc47ad0548920",
"moleculeId": "sa_19e8c29a5cc7253191cf1780",
"parentId": "15225",
"isLeaf": true,
"molecule": {
"id": "sa_19e8c29a5cc7253191cf1780",
"inchikey": "UXOLDCOJRAMLTQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(Cl)=NO"
},
"smiles": "CCOC(=O)C(Cl)=NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15228",
"routeId": "sa_97fa6626b24bc47ad0548920",
"moleculeId": "sa_5224582ea32f777de58cdac1",
"parentId": "15223",
"isLeaf": true,
"molecule": {
"id": "sa_5224582ea32f777de58cdac1",
"inchikey": "PENMTPXIGDXDCH-ZETCQYMHSA-N",
"smiles": "CN1C(=O)[C@@H](N)COc2ccc(N)cc21"
},
"smiles": "CN1C(=O)[C@@H](N)COc2ccc(N)cc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15229",
"routeId": "sa_97fa6626b24bc47ad0548920",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "15222",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}