Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(C(=O)N2CCn3c(nnc3-c3ncns3)C2)ccc(F)c1Cl
InChiKey
AYKVECGHWFXSHI-UHFFFAOYSA-N
Route Signature
c182249aa71d9496818b104f86a95fd1efcb2fc9eec2ef517cfb05b190b9509d
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5cc36cc38cd171abba81fed2",
"signature": "c182249aa71d9496818b104f86a95fd1efcb2fc9eec2ef517cfb05b190b9509d",
"contentHash": "1cae4423d70f413dafacd66e6bb660a267ad69f958737fcabf9ef40f9c801395",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_4eff42c8569ffc048eaf59ea",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09039",
"moleculeId": "sa_459c8ad1afacfffd19c37f83",
"smiles": "Cc1c(C(=O)N2CCn3c(nnc3-c3ncns3)C2)ccc(F)c1Cl",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_459c8ad1afacfffd19c37f83",
"inchikey": "AYKVECGHWFXSHI-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)N2CCn3c(nnc3-c3ncns3)C2)ccc(F)c1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11975",
"routeId": "sa_5cc36cc38cd171abba81fed2",
"moleculeId": "sa_459c8ad1afacfffd19c37f83",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_459c8ad1afacfffd19c37f83",
"inchikey": "AYKVECGHWFXSHI-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)N2CCn3c(nnc3-c3ncns3)C2)ccc(F)c1Cl"
},
"smiles": "Cc1c(C(=O)N2CCn3c(nnc3-c3ncns3)C2)ccc(F)c1Cl",
"reactionStepId": "sa_c5d3bf089efc570855f8f5ac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120157436A1;1061;1229425\",\"rsmi\":\"Cl[C:4]([c:3]1[c:2]([CH3:1])[c:24]([Cl:25])[c:22]([F:23])[cH:21][cH:20]1)=[O:5].[NH:6]1[CH2:7][CH2:8][n:9]2[c:10]([n:11][n:12][c:13]2-[c:14]2[n:15][cH:16][n:17][s:18]2)[CH2:19]1>CCN(CC)CC.CCOC(C)=O.CO.ClCCl.O=C(O)O.[Na+]>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[N:6]2[CH2:7][CH2:8][n:9]3[c:10]([n:11][n:12][c:13]3-[c:14]3[n:15][cH:16][n:17][s:18]3)[CH2:19]2)[cH:20][cH:21][c:22]([F:23])[c:24]1[Cl:25]\"},\"mapped_reaction_smiles\":\"Cl[C:4]([c:3]1[c:2]([CH3:1])[c:24]([Cl:25])[c:22]([F:23])[cH:21][cH:20]1)=[O:5].[NH:6]1[CH2:7][CH2:8][n:9]2[c:10]([n:11][n:12][c:13]2-[c:14]2[n:15][cH:16][n:17][s:18]2)[CH2:19]1>CCN(CC)CC.CCOC(C)=O.CO.ClCCl.O=C(O)O.[Na+]>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[N:6]2[CH2:7][CH2:8][n:9]3[c:10]([n:11][n:12][c:13]3-[c:14]3[n:15][cH:16][n:17][s:18]3)[CH2:19]2)[cH:20][cH:21][c:22]([F:23])[c:24]1[Cl:25]\"}",
"reactionStep": {
"id": "sa_c5d3bf089efc570855f8f5ac",
"reactionHash": "74cf67ce7eadb90a4c4859134be6ef82dab8de7ec5a54fecc7275cf12076f5c3"
},
"children": [
{
"id": "11976",
"routeId": "sa_5cc36cc38cd171abba81fed2",
"moleculeId": "sa_dcf97de8aea52c9b6e2b7ba0",
"parentId": "11975",
"isLeaf": false,
"molecule": {
"id": "sa_dcf97de8aea52c9b6e2b7ba0",
"inchikey": "CSJOUMKLLTWKJI-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)Cl)ccc(F)c1Cl"
},
"smiles": "Cc1c(C(=O)Cl)ccc(F)c1Cl",
"reactionStepId": "sa_c508259d8ff944991694c118",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120157436A1;0642;1229323\",\"rsmi\":\"O=C(Cl)C(=O)[Cl:6].O[C:4]([c:3]1[c:2]([CH3:1])[c:11]([Cl:12])[c:9]([F:10])[cH:8][cH:7]1)=[O:5]>CN(C)C=O.ClCCl>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[Cl:6])[cH:7][cH:8][c:9]([F:10])[c:11]1[Cl:12]\"},\"mapped_reaction_smiles\":\"O=C(Cl)C(=O)[Cl:6].O[C:4]([c:3]1[c:2]([CH3:1])[c:11]([Cl:12])[c:9]([F:10])[cH:8][cH:7]1)=[O:5]>CN(C)C=O.ClCCl>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[Cl:6])[cH:7][cH:8][c:9]([F:10])[c:11]1[Cl:12]\"}",
"reactionStep": {
"id": "sa_c508259d8ff944991694c118",
"reactionHash": "d1734bd75de0075839c789613d9985bbc8fd998fda229c439f305cf299bdde4e"
},
"children": [
{
"id": "11977",
"routeId": "sa_5cc36cc38cd171abba81fed2",
"moleculeId": "sa_83e7d4ec882b44062b48ca58",
"parentId": "11976",
"isLeaf": true,
"molecule": {
"id": "sa_83e7d4ec882b44062b48ca58",
"inchikey": "CTSLXHKWHWQRSH-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C(=O)Cl"
},
"smiles": "O=C(Cl)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11978",
"routeId": "sa_5cc36cc38cd171abba81fed2",
"moleculeId": "sa_f5a80dd64f91acfdd569e292",
"parentId": "11976",
"isLeaf": false,
"molecule": {
"id": "sa_f5a80dd64f91acfdd569e292",
"inchikey": "FMNNDKWURCANLD-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)O)ccc(F)c1Cl"
},
"smiles": "Cc1c(C(=O)O)ccc(F)c1Cl",
"reactionStepId": "sa_5430e9cbb927dce948a42e31",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120157436A1;0639;1229322\",\"rsmi\":\"I[CH3:1].[cH:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][cH:8][c:9]([F:10])[c:11]1[Cl:12]>C1CCOC1.CC1(C)CCCC(C)(C)N1.[Li]CCCC>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][cH:8][c:9]([F:10])[c:11]1[Cl:12]\"},\"mapped_reaction_smiles\":\"I[CH3:1].[cH:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][cH:8][c:9]([F:10])[c:11]1[Cl:12]>C1CCOC1.CC1(C)CCCC(C)(C)N1.[Li]CCCC>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][cH:8][c:9]([F:10])[c:11]1[Cl:12]\"}",
"reactionStep": {
"id": "sa_5430e9cbb927dce948a42e31",
"reactionHash": "c51764d0030447e5fdfe0fee4c86856e0d8682d58e25fe8b5414c1050c0da186"
},
"children": [
{
"id": "11979",
"routeId": "sa_5cc36cc38cd171abba81fed2",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "11978",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11980",
"routeId": "sa_5cc36cc38cd171abba81fed2",
"moleculeId": "sa_b86cca0618ebb1df723faa13",
"parentId": "11978",
"isLeaf": true,
"molecule": {
"id": "sa_b86cca0618ebb1df723faa13",
"inchikey": "PKTSBFXIHLYGEY-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(F)c(Cl)c1"
},
"smiles": "O=C(O)c1ccc(F)c(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11981",
"routeId": "sa_5cc36cc38cd171abba81fed2",
"moleculeId": "sa_4346d7e62de78fb41354d12e",
"parentId": "11975",
"isLeaf": false,
"molecule": {
"id": "sa_4346d7e62de78fb41354d12e",
"inchikey": "SVTCMUVJFZIAQG-UHFFFAOYSA-N",
"smiles": "c1nsc(-c2nnc3n2CCNC3)n1"
},
"smiles": "c1nsc(-c2nnc3n2CCNC3)n1",
"reactionStepId": "sa_fee60a8e53506c5aeb20a74f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120157436A1;0813;1229358\",\"rsmi\":\"CC(C)(C)OC(=O)[N:10]1[CH2:9][c:8]2[n:7][n:6][c:5](-[c:4]3[s:3][n:2][cH:1][n:14]3)[n:13]2[CH2:12][CH2:11]1>Cl>[cH:1]1[n:2][s:3][c:4](-[c:5]2[n:6][n:7][c:8]3[n:13]2[CH2:12][CH2:11][NH:10][CH2:9]3)[n:14]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:10]1[CH2:9][c:8]2[n:7][n:6][c:5](-[c:4]3[s:3][n:2][cH:1][n:14]3)[n:13]2[CH2:12][CH2:11]1>Cl>[cH:1]1[n:2][s:3][c:4](-[c:5]2[n:6][n:7][c:8]3[n:13]2[CH2:12][CH2:11][NH:10][CH2:9]3)[n:14]1\"}",
"reactionStep": {
"id": "sa_fee60a8e53506c5aeb20a74f",
"reactionHash": "fe512dee6a89dec3b7414634c4a747c1fb823dfe935834c657c17455c35fcad6"
},
"children": [
{
"id": "11982",
"routeId": "sa_5cc36cc38cd171abba81fed2",
"moleculeId": "sa_3f6ab09b7bff50d2f9b04a75",
"parentId": "11981",
"isLeaf": true,
"molecule": {
"id": "sa_3f6ab09b7bff50d2f9b04a75",
"inchikey": "DMIWGCCXLPCSTK-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCn2c(nnc2-c2ncns2)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCn2c(nnc2-c2ncns2)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}