Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC[C@H](C)Oc1cc(Oc2ccc(S(=O)(=O)N(C)C)cc2)cc(C(=O)Nc2ccn(C)n2)c1
InChiKey
VIONLUPUGCYDIG-INIZCTEOSA-N
Route Signature
faea0cf2431aa8fecb76fafc5eebe85458945d89a64542746c56aea8db85d7fa
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_0506f751affde927e439f4c2",
"signature": "faea0cf2431aa8fecb76fafc5eebe85458945d89a64542746c56aea8db85d7fa",
"contentHash": "0abc2b64a1aca2cb9ca5a3fb8ec31584126b9e97e378e27acd907b88285cc29c",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_93088aa3254c86840bfe098f",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02222",
"moleculeId": "sa_473a03a300987756f54a6d93",
"smiles": "COC[C@H](C)Oc1cc(Oc2ccc(S(=O)(=O)N(C)C)cc2)cc(C(=O)Nc2ccn(C)n2)c1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_473a03a300987756f54a6d93",
"inchikey": "VIONLUPUGCYDIG-INIZCTEOSA-N",
"smiles": "COC[C@H](C)Oc1cc(Oc2ccc(S(=O)(=O)N(C)C)cc2)cc(C(=O)Nc2ccn(C)n2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10666",
"routeId": "sa_0506f751affde927e439f4c2",
"moleculeId": "sa_473a03a300987756f54a6d93",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_473a03a300987756f54a6d93",
"inchikey": "VIONLUPUGCYDIG-INIZCTEOSA-N",
"smiles": "COC[C@H](C)Oc1cc(Oc2ccc(S(=O)(=O)N(C)C)cc2)cc(C(=O)Nc2ccn(C)n2)c1"
},
"smiles": "COC[C@H](C)Oc1cc(Oc2ccc(S(=O)(=O)N(C)C)cc2)cc(C(=O)Nc2ccn(C)n2)c1",
"reactionStepId": "sa_c522342770506bd659d98e73",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090253676A1;0793;771707\",\"rsmi\":\"Cl[c:23]1[c:22]([O:21][c:20]2[cH:19][c:9]([C:10](=[O:11])[NH:12][c:13]3[n:14][n:15]([CH3:16])[cH:17][cH:18]3)[cH:8][c:7]([O:6][C@H:4]([CH2:3][O:2][CH3:1])[CH3:5])[cH:34]2)[cH:33][cH:32][c:25]([S:26](=[O:27])(=[O:28])[N:29]([CH3:30])[CH3:31])[cH:24]1>C1CCOC1.CCN(CC)CC.CO.[Pd]>[CH3:1][O:2][CH2:3][C@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([S:26](=[O:27])(=[O:28])[N:29]([CH3:30])[CH3:31])[cH:32][cH:33]2)[cH:34]1\"},\"mapped_reaction_smiles\":\"Cl[c:23]1[c:22]([O:21][c:20]2[cH:19][c:9]([C:10](=[O:11])[NH:12][c:13]3[n:14][n:15]([CH3:16])[cH:17][cH:18]3)[cH:8][c:7]([O:6][C@H:4]([CH2:3][O:2][CH3:1])[CH3:5])[cH:34]2)[cH:33][cH:32][c:25]([S:26](=[O:27])(=[O:28])[N:29]([CH3:30])[CH3:31])[cH:24]1>C1CCOC1.CCN(CC)CC.CO.[Pd]>[CH3:1][O:2][CH2:3][C@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([S:26](=[O:27])(=[O:28])[N:29]([CH3:30])[CH3:31])[cH:32][cH:33]2)[cH:34]1\"}",
"reactionStep": {
"id": "sa_c522342770506bd659d98e73",
"reactionHash": "5fbbb72359216c74aa98cc5f55f0f4e725d2d0960ed6bc1cb88a03bcb410922e"
},
"children": [
{
"id": "10667",
"routeId": "sa_0506f751affde927e439f4c2",
"moleculeId": "sa_af4e5edd7dcaf44eec2c97f0",
"parentId": "10666",
"isLeaf": false,
"molecule": {
"id": "sa_af4e5edd7dcaf44eec2c97f0",
"inchikey": "KPAUMQYLSSGBMR-HNNXBMFYSA-N",
"smiles": "COC[C@H](C)Oc1cc(Oc2ccc(S(=O)(=O)N(C)C)cc2Cl)cc(C(=O)Nc2ccn(C)n2)c1"
},
"smiles": "COC[C@H](C)Oc1cc(Oc2ccc(S(=O)(=O)N(C)C)cc2Cl)cc(C(=O)Nc2ccn(C)n2)c1",
"reactionStepId": "sa_557cffeb455a9eb526312cb6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090253676A1;0796;771708\",\"rsmi\":\"F[c:22]1[c:23]([Cl:24])[cH:25][c:26]([S:27](=[O:28])(=[O:29])[N:30]([CH3:31])[CH3:32])[cH:33][cH:34]1.[CH3:1][O:2][CH2:3][C@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([OH:21])[cH:35]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][O:2][CH2:3][C@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([O:21][c:22]2[c:23]([Cl:24])[cH:25][c:26]([S:27](=[O:28])(=[O:29])[N:30]([CH3:31])[CH3:32])[cH:33][cH:34]2)[cH:35]1\"},\"mapped_reaction_smiles\":\"F[c:22]1[c:23]([Cl:24])[cH:25][c:26]([S:27](=[O:28])(=[O:29])[N:30]([CH3:31])[CH3:32])[cH:33][cH:34]1.[CH3:1][O:2][CH2:3][C@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([OH:21])[cH:35]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][O:2][CH2:3][C@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([O:21][c:22]2[c:23]([Cl:24])[cH:25][c:26]([S:27](=[O:28])(=[O:29])[N:30]([CH3:31])[CH3:32])[cH:33][cH:34]2)[cH:35]1\"}",
"reactionStep": {
"id": "sa_557cffeb455a9eb526312cb6",
"reactionHash": "93d3354896185195bf3a6f2506667d85ff2d75cc1166e75a1092423eab813472"
},
"children": [
{
"id": "10668",
"routeId": "sa_0506f751affde927e439f4c2",
"moleculeId": "sa_0ee5d42d122738b16a851ea6",
"parentId": "10667",
"isLeaf": false,
"molecule": {
"id": "sa_0ee5d42d122738b16a851ea6",
"inchikey": "QHHJDJYERISQPI-JTQLQIEISA-N",
"smiles": "COC[C@H](C)Oc1cc(O)cc(C(=O)Nc2ccn(C)n2)c1"
},
"smiles": "COC[C@H](C)Oc1cc(O)cc(C(=O)Nc2ccn(C)n2)c1",
"reactionStepId": "sa_8c6dc7e2fc57d7af471c2e23",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090253676A1;0746;771698\",\"rsmi\":\"c1ccc(C[O:21][c:20]2[cH:19][c:9]([C:10](=[O:11])[NH:12][c:13]3[n:14][n:15]([CH3:16])[cH:17][cH:18]3)[cH:8][c:7]([O:6][C@H:4]([CH2:3][O:2][CH3:1])[CH3:5])[cH:22]2)cc1>C1CCOC1.CO.[Pd]>[CH3:1][O:2][CH2:3][C@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([OH:21])[cH:22]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:21][c:20]2[cH:19][c:9]([C:10](=[O:11])[NH:12][c:13]3[n:14][n:15]([CH3:16])[cH:17][cH:18]3)[cH:8][c:7]([O:6][C@H:4]([CH2:3][O:2][CH3:1])[CH3:5])[cH:22]2)cc1>C1CCOC1.CO.[Pd]>[CH3:1][O:2][CH2:3][C@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([OH:21])[cH:22]1\"}",
"reactionStep": {
"id": "sa_8c6dc7e2fc57d7af471c2e23",
"reactionHash": "df0023d3b6f494db27cb468a9a22b9e22b15457b40f5def69da120b55071c530"
},
"children": [
{
"id": "10669",
"routeId": "sa_0506f751affde927e439f4c2",
"moleculeId": "sa_f4a56a9772be0fd064e5994b",
"parentId": "10668",
"isLeaf": true,
"molecule": {
"id": "sa_f4a56a9772be0fd064e5994b",
"inchikey": "DMOUIAJRDYZNLY-INIZCTEOSA-N",
"smiles": "COC[C@H](C)Oc1cc(OCc2ccccc2)cc(C(=O)Nc2ccn(C)n2)c1"
},
"smiles": "COC[C@H](C)Oc1cc(OCc2ccccc2)cc(C(=O)Nc2ccn(C)n2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10670",
"routeId": "sa_0506f751affde927e439f4c2",
"moleculeId": "sa_811cd1509c484eb64d14c6f6",
"parentId": "10667",
"isLeaf": false,
"molecule": {
"id": "sa_811cd1509c484eb64d14c6f6",
"inchikey": "ZXYMYAGGEHXBMR-UHFFFAOYSA-N",
"smiles": "CN(C)S(=O)(=O)c1ccc(F)c(Cl)c1"
},
"smiles": "CN(C)S(=O)(=O)c1ccc(F)c(Cl)c1",
"reactionStepId": "sa_867f164f2f951ab3df950778",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090253676A1;0799;771709\",\"rsmi\":\"Cl[S:4](=[O:5])(=[O:6])[c:7]1[cH:8][c:9]([Cl:10])[c:11]([F:12])[cH:13][cH:14]1.[CH3:1][NH:2][CH3:3]>C1CCOC1.CCN(C(C)C)C(C)C.Cl.ClCCl.O>[CH3:1][N:2]([CH3:3])[S:4](=[O:5])(=[O:6])[c:7]1[cH:8][c:9]([Cl:10])[c:11]([F:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Cl[S:4](=[O:5])(=[O:6])[c:7]1[cH:8][c:9]([Cl:10])[c:11]([F:12])[cH:13][cH:14]1.[CH3:1][NH:2][CH3:3]>C1CCOC1.CCN(C(C)C)C(C)C.Cl.ClCCl.O>[CH3:1][N:2]([CH3:3])[S:4](=[O:5])(=[O:6])[c:7]1[cH:8][c:9]([Cl:10])[c:11]([F:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_867f164f2f951ab3df950778",
"reactionHash": "00115b8545ee757437c6213c49fa8ad173dbf9d0a392af9be23685b9048602d8"
},
"children": [
{
"id": "10671",
"routeId": "sa_0506f751affde927e439f4c2",
"moleculeId": "sa_773f440f1720f2c7ddada9eb",
"parentId": "10670",
"isLeaf": true,
"molecule": {
"id": "sa_773f440f1720f2c7ddada9eb",
"inchikey": "DXFXNSNBZNELII-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccc(F)c(Cl)c1"
},
"smiles": "O=S(=O)(Cl)c1ccc(F)c(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10672",
"routeId": "sa_0506f751affde927e439f4c2",
"moleculeId": "sa_e2676e5c7c9d7a020ed1780e",
"parentId": "10670",
"isLeaf": true,
"molecule": {
"id": "sa_e2676e5c7c9d7a020ed1780e",
"inchikey": "ROSDSFDQCJNGOL-UHFFFAOYSA-N",
"smiles": "CNC"
},
"smiles": "CNC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}