Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncc(-c4ccc(C(=O)NCC)nc4)cc23)c1F
InChiKey
AACPHNFEDMXRPQ-UHFFFAOYSA-N
Route Signature
56e4ca74f4008eb352b09d3ffd31630e6f482d01ae1963aa90c70165f6fd8407
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a1a5bca4c2a7b962189c05b8",
"signature": "56e4ca74f4008eb352b09d3ffd31630e6f482d01ae1963aa90c70165f6fd8407",
"contentHash": "9b68bf712068ab48615e1f0b579623844a1dfabda98cd6d8cb94a5d97b0b3a9c",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_cc67e0e78c2ccb35cc678963",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01003",
"moleculeId": "sa_df9c42006798a258c83658d0",
"smiles": "CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncc(-c4ccc(C(=O)NCC)nc4)cc23)c1F",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_df9c42006798a258c83658d0",
"inchikey": "AACPHNFEDMXRPQ-UHFFFAOYSA-N",
"smiles": "CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncc(-c4ccc(C(=O)NCC)nc4)cc23)c1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9885",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_df9c42006798a258c83658d0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_df9c42006798a258c83658d0",
"inchikey": "AACPHNFEDMXRPQ-UHFFFAOYSA-N",
"smiles": "CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncc(-c4ccc(C(=O)NCC)nc4)cc23)c1F"
},
"smiles": "CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncc(-c4ccc(C(=O)NCC)nc4)cc23)c1F",
"reactionStepId": "sa_1a1bcab4eb1e2b10ac028a53",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245174A1;0681;1276600\",\"rsmi\":\"[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[cH:9][cH:10][c:11]([F:12])[c:13]([CH:14]([OH:15])[c:16]2[cH:17][nH:18][c:19]3[n:20][cH:21][c:22](-[c:23]4[cH:24][n:25][c:26]([C:27](=[O:28])[NH:29][CH2:30][CH3:31])[cH:32][cH:33]4)[cH:34][c:35]23)[c:36]1[F:37]>C1CCOC1.CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.CN(C)C=O>[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[cH:9][cH:10][c:11]([F:12])[c:13]([C:14](=[O:15])[c:16]2[cH:17][nH:18][c:19]3[n:20][cH:21][c:22](-[c:23]4[cH:24][n:25][c:26]([C:27](=[O:28])[NH:29][CH2:30][CH3:31])[cH:32][cH:33]4)[cH:34][c:35]23)[c:36]1[F:37]\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[cH:9][cH:10][c:11]([F:12])[c:13]([CH:14]([OH:15])[c:16]2[cH:17][nH:18][c:19]3[n:20][cH:21][c:22](-[c:23]4[cH:24][n:25][c:26]([C:27](=[O:28])[NH:29][CH2:30][CH3:31])[cH:32][cH:33]4)[cH:34][c:35]23)[c:36]1[F:37]>C1CCOC1.CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.CN(C)C=O>[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[cH:9][cH:10][c:11]([F:12])[c:13]([C:14](=[O:15])[c:16]2[cH:17][nH:18][c:19]3[n:20][cH:21][c:22](-[c:23]4[cH:24][n:25][c:26]([C:27](=[O:28])[NH:29][CH2:30][CH3:31])[cH:32][cH:33]4)[cH:34][c:35]23)[c:36]1[F:37]\"}",
"reactionStep": {
"id": "sa_1a1bcab4eb1e2b10ac028a53",
"reactionHash": "301b8b9896a23e9dcebef0d4a6774c2ed0afd63e67e0439c165b8f7905884768"
},
"children": [
{
"id": "9886",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_fba3ed7b2434e66ff0eb6280",
"parentId": "9885",
"isLeaf": false,
"molecule": {
"id": "sa_fba3ed7b2434e66ff0eb6280",
"inchikey": "FAXZHASGHCJDIU-UHFFFAOYSA-N",
"smiles": "CCCS(=O)(=O)Nc1ccc(F)c(C(O)c2c[nH]c3ncc(-c4ccc(C(=O)NCC)nc4)cc23)c1F"
},
"smiles": "CCCS(=O)(=O)Nc1ccc(F)c(C(O)c2c[nH]c3ncc(-c4ccc(C(=O)NCC)nc4)cc23)c1F",
"reactionStepId": "sa_aa6380755151eca41c42ddcf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245174A1;0680;1276599\",\"rsmi\":\"[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[cH:9][cH:10][c:11]([F:12])[c:13]([CH:14]=[O:15])[c:36]1[F:37].[cH:16]1[cH:17][nH:18][c:19]2[n:20][cH:21][c:22](-[c:23]3[cH:24][n:25][c:26]([C:27](=[O:28])[NH:29][CH2:30][CH3:31])[cH:32][cH:33]3)[cH:34][c:35]12>CO.Cl.[K+].O>[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[cH:9][cH:10][c:11]([F:12])[c:13]([CH:14]([OH:15])[c:16]2[cH:17][nH:18][c:19]3[n:20][cH:21][c:22](-[c:23]4[cH:24][n:25][c:26]([C:27](=[O:28])[NH:29][CH2:30][CH3:31])[cH:32][cH:33]4)[cH:34][c:35]23)[c:36]1[F:37]\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[cH:9][cH:10][c:11]([F:12])[c:13]([CH:14]=[O:15])[c:36]1[F:37].[cH:16]1[cH:17][nH:18][c:19]2[n:20][cH:21][c:22](-[c:23]3[cH:24][n:25][c:26]([C:27](=[O:28])[NH:29][CH2:30][CH3:31])[cH:32][cH:33]3)[cH:34][c:35]12>CO.Cl.[K+].O>[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[cH:9][cH:10][c:11]([F:12])[c:13]([CH:14]([OH:15])[c:16]2[cH:17][nH:18][c:19]3[n:20][cH:21][c:22](-[c:23]4[cH:24][n:25][c:26]([C:27](=[O:28])[NH:29][CH2:30][CH3:31])[cH:32][cH:33]4)[cH:34][c:35]23)[c:36]1[F:37]\"}",
"reactionStep": {
"id": "sa_aa6380755151eca41c42ddcf",
"reactionHash": "73867259fb4c41a5ff28c401112e745d93a4852fe692e85ea0e97bc013bef3ce"
},
"children": [
{
"id": "9887",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_f0aef96a7a8b1d0a965f8c9e",
"parentId": "9886",
"isLeaf": false,
"molecule": {
"id": "sa_f0aef96a7a8b1d0a965f8c9e",
"inchikey": "NHQFWQIEDPAVGL-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1ccc(-c2cnc3[nH]ccc3c2)cn1"
},
"smiles": "CCNC(=O)c1ccc(-c2cnc3[nH]ccc3c2)cn1",
"reactionStepId": "sa_747bcc440baf8b0538f1cf65",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245174A1;0557;1276575\",\"rsmi\":\"Br[c:9]1[cH:8][n:7][c:6]([C:4]([NH:3][CH2:2][CH3:1])=[O:5])[cH:20][cH:19]1.CC1(C)OB([c:10]2[cH:11][n:12][c:13]3[nH:14][cH:15][cH:16][c:17]3[cH:18]2)OC1(C)C>O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9](-[c:10]2[cH:11][n:12][c:13]3[nH:14][cH:15][cH:16][c:17]3[cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[cH:8][n:7][c:6]([C:4]([NH:3][CH2:2][CH3:1])=[O:5])[cH:20][cH:19]1.CC1(C)OB([c:10]2[cH:11][n:12][c:13]3[nH:14][cH:15][cH:16][c:17]3[cH:18]2)OC1(C)C>O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9](-[c:10]2[cH:11][n:12][c:13]3[nH:14][cH:15][cH:16][c:17]3[cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_747bcc440baf8b0538f1cf65",
"reactionHash": "ad152231cb96975db8e4bd8ba71c45bf8cd55d513b1116b402938bd02cf8cc37"
},
"children": [
{
"id": "9888",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_3b43b3ad04862cc6eba6df1c",
"parentId": "9887",
"isLeaf": true,
"molecule": {
"id": "sa_3b43b3ad04862cc6eba6df1c",
"inchikey": "RVMCYHHRHDNMIM-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1ccc(Br)cn1"
},
"smiles": "CCNC(=O)c1ccc(Br)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9889",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_c7264f419d3e6cce00364c96",
"parentId": "9887",
"isLeaf": true,
"molecule": {
"id": "sa_c7264f419d3e6cce00364c96",
"inchikey": "UOXAMYZTYZLSCC-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2cnc3[nH]ccc3c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2cnc3[nH]ccc3c2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9890",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_94f1f3c04dfec54e7cc68042",
"parentId": "9886",
"isLeaf": false,
"molecule": {
"id": "sa_94f1f3c04dfec54e7cc68042",
"inchikey": "RWAQKKCELAQLHO-UHFFFAOYSA-N",
"smiles": "CCCS(=O)(=O)Nc1ccc(F)c(C=O)c1F"
},
"smiles": "CCCS(=O)(=O)Nc1ccc(F)c(C=O)c1F",
"reactionStepId": "sa_075209ed576d555a884636de",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245174A1;0575;1276587\",\"rsmi\":\"CN(C)[CH:12]=[O:13].[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[c:9]([F:10])[cH:11][c:14]([F:15])[cH:16][cH:17]1>C1CCOC1.CC(C)NC(C)C.CC(C)NC(C)C.O.[Li+].[Li]CCCC>[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[c:9]([F:10])[c:11]([CH:12]=[O:13])[c:14]([F:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"CN(C)[CH:12]=[O:13].[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[c:9]([F:10])[cH:11][c:14]([F:15])[cH:16][cH:17]1>C1CCOC1.CC(C)NC(C)C.CC(C)NC(C)C.O.[Li+].[Li]CCCC>[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[c:9]([F:10])[c:11]([CH:12]=[O:13])[c:14]([F:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_075209ed576d555a884636de",
"reactionHash": "28b58277bb69b41e898862a2cd6ebe2beaede4780022597c4aded678d6c6f6c7"
},
"children": [
{
"id": "9891",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_a1260a4b48ae722d0779f56f",
"parentId": "9890",
"isLeaf": false,
"molecule": {
"id": "sa_a1260a4b48ae722d0779f56f",
"inchikey": "YFZDPIXYOILDMJ-UHFFFAOYSA-N",
"smiles": "CCCS(=O)(=O)Nc1ccc(F)cc1F"
},
"smiles": "CCCS(=O)(=O)Nc1ccc(F)cc1F",
"reactionStepId": "sa_9536db8aa58e258e9a728450",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245174A1;0574;1276586\",\"rsmi\":\"Cl[S:4]([CH2:3][CH2:2][CH3:1])(=[O:5])=[O:6].[NH2:7][c:8]1[c:9]([F:10])[cH:11][c:12]([F:13])[cH:14][cH:15]1>C1CCOC1.CCN(CC)CC.Cl>[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[c:9]([F:10])[cH:11][c:12]([F:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Cl[S:4]([CH2:3][CH2:2][CH3:1])(=[O:5])=[O:6].[NH2:7][c:8]1[c:9]([F:10])[cH:11][c:12]([F:13])[cH:14][cH:15]1>C1CCOC1.CCN(CC)CC.Cl>[CH3:1][CH2:2][CH2:3][S:4](=[O:5])(=[O:6])[NH:7][c:8]1[c:9]([F:10])[cH:11][c:12]([F:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_9536db8aa58e258e9a728450",
"reactionHash": "9ae0dde628c0cbdcf995e9e53ff58693d007d02c61019538f15e4924d6d47b30"
},
"children": [
{
"id": "9892",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_49f19a8a4ede7c22f0d85495",
"parentId": "9891",
"isLeaf": true,
"molecule": {
"id": "sa_49f19a8a4ede7c22f0d85495",
"inchikey": "CEPCPXLLFXPZGW-UHFFFAOYSA-N",
"smiles": "Nc1ccc(F)cc1F"
},
"smiles": "Nc1ccc(F)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9893",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_9e40ba78ef119e4385c6c633",
"parentId": "9891",
"isLeaf": true,
"molecule": {
"id": "sa_9e40ba78ef119e4385c6c633",
"inchikey": "KPBSJEBFALFJTO-UHFFFAOYSA-N",
"smiles": "CCCS(=O)(=O)Cl"
},
"smiles": "CCCS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9894",
"routeId": "sa_a1a5bca4c2a7b962189c05b8",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "9890",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}