Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C1C[C@H](C(=O)Nc2cc(-c3cccc(COCC(F)(F)F)c3)n(-c3ccc(F)cc3)n2)CN1
InChiKey
BJVCHTDFGPHXOT-INIZCTEOSA-N
Route Signature
08a35cc81217e2b31c5eb198d2b26537a63593913b3561589793f6c6e9d94021
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_735756548df231e07f632503",
"signature": "08a35cc81217e2b31c5eb198d2b26537a63593913b3561589793f6c6e9d94021",
"contentHash": "324edec716663c17ab1d437a7d47e361799b2bee410c1d46758fd13084e34a1b",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_c2627e250ed445f346e4e0ed",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04832",
"moleculeId": "sa_f9dc67aec5ccba0523a94a6d",
"smiles": "O=C1C[C@H](C(=O)Nc2cc(-c3cccc(COCC(F)(F)F)c3)n(-c3ccc(F)cc3)n2)CN1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_f9dc67aec5ccba0523a94a6d",
"inchikey": "BJVCHTDFGPHXOT-INIZCTEOSA-N",
"smiles": "O=C1C[C@H](C(=O)Nc2cc(-c3cccc(COCC(F)(F)F)c3)n(-c3ccc(F)cc3)n2)CN1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11286",
"routeId": "sa_735756548df231e07f632503",
"moleculeId": "sa_f9dc67aec5ccba0523a94a6d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f9dc67aec5ccba0523a94a6d",
"inchikey": "BJVCHTDFGPHXOT-INIZCTEOSA-N",
"smiles": "O=C1C[C@H](C(=O)Nc2cc(-c3cccc(COCC(F)(F)F)c3)n(-c3ccc(F)cc3)n2)CN1"
},
"smiles": "O=C1C[C@H](C(=O)Nc2cc(-c3cccc(COCC(F)(F)F)c3)n(-c3ccc(F)cc3)n2)CN1",
"reactionStepId": "sa_0db04524cfb1d13f080488cd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08846746B2;1048;1520708\",\"rsmi\":\"O[C:5]([C@H:4]1[CH2:3][C:2](=[O:1])[NH:34][CH2:33]1)=[O:6].[NH2:7][c:8]1[n:9][n:10](-[c:11]2[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]2)[c:18](-[c:19]2[cH:20][c:21]([CH2:22][O:23][CH2:24][C:25]([F:26])([F:27])[F:28])[cH:29][cH:30][cH:31]2)[cH:32]1>CC(=O)N(C)C.CCN=C=NCCCN(C)C.Cl.O>[O:1]=[C:2]1[CH2:3][C@H:4]([C:5](=[O:6])[NH:7][c:8]2[n:9][n:10](-[c:11]3[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]3)[c:18](-[c:19]3[cH:20][c:21]([CH2:22][O:23][CH2:24][C:25]([F:26])([F:27])[F:28])[cH:29][cH:30][cH:31]3)[cH:32]2)[CH2:33][NH:34]1\"},\"mapped_reaction_smiles\":\"O[C:5]([C@H:4]1[CH2:3][C:2](=[O:1])[NH:34][CH2:33]1)=[O:6].[NH2:7][c:8]1[n:9][n:10](-[c:11]2[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]2)[c:18](-[c:19]2[cH:20][c:21]([CH2:22][O:23][CH2:24][C:25]([F:26])([F:27])[F:28])[cH:29][cH:30][cH:31]2)[cH:32]1>CC(=O)N(C)C.CCN=C=NCCCN(C)C.Cl.O>[O:1]=[C:2]1[CH2:3][C@H:4]([C:5](=[O:6])[NH:7][c:8]2[n:9][n:10](-[c:11]3[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]3)[c:18](-[c:19]3[cH:20][c:21]([CH2:22][O:23][CH2:24][C:25]([F:26])([F:27])[F:28])[cH:29][cH:30][cH:31]3)[cH:32]2)[CH2:33][NH:34]1\"}",
"reactionStep": {
"id": "sa_0db04524cfb1d13f080488cd",
"reactionHash": "f38637e5134d2b4a275da58bbca5eb2bba362e3b745a4b6eb0b45b444d63aa11"
},
"children": [
{
"id": "11287",
"routeId": "sa_735756548df231e07f632503",
"moleculeId": "sa_99b706cd3e8f1c56168afa0b",
"parentId": "11286",
"isLeaf": false,
"molecule": {
"id": "sa_99b706cd3e8f1c56168afa0b",
"inchikey": "GZVHQYZRBCSHAI-VKHMYHEASA-N",
"smiles": "O=C1C[C@H](C(=O)O)CN1"
},
"smiles": "O=C1C[C@H](C(=O)O)CN1",
"reactionStepId": "sa_0949422bec5d3e1e3ca17c2b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08846746B2;0893;1520661\",\"rsmi\":\"COc1ccc(C[N:9]2[C:2](=[O:1])[CH2:3][C@H:4]([C:5](=[O:6])[OH:7])[CH2:8]2)c(OC)c1>COc1ccccc1.O=C(O)C(F)(F)F>[O:1]=[C:2]1[CH2:3][C@H:4]([C:5](=[O:6])[OH:7])[CH2:8][NH:9]1\"},\"mapped_reaction_smiles\":\"COc1ccc(C[N:9]2[C:2](=[O:1])[CH2:3][C@H:4]([C:5](=[O:6])[OH:7])[CH2:8]2)c(OC)c1>COc1ccccc1.O=C(O)C(F)(F)F>[O:1]=[C:2]1[CH2:3][C@H:4]([C:5](=[O:6])[OH:7])[CH2:8][NH:9]1\"}",
"reactionStep": {
"id": "sa_0949422bec5d3e1e3ca17c2b",
"reactionHash": "a3c3db312e203c14795ecce4c4d506e3a3d1e2c6774361e41c3dad5735a0bfab"
},
"children": [
{
"id": "11288",
"routeId": "sa_735756548df231e07f632503",
"moleculeId": "sa_1a9d85fc3734119688e5d0da",
"parentId": "11287",
"isLeaf": true,
"molecule": {
"id": "sa_1a9d85fc3734119688e5d0da",
"inchikey": "OZFGRQLUQFPWPR-JTQLQIEISA-N",
"smiles": "COc1ccc(CN2C[C@@H](C(=O)O)CC2=O)c(OC)c1"
},
"smiles": "COc1ccc(CN2C[C@@H](C(=O)O)CC2=O)c(OC)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11289",
"routeId": "sa_735756548df231e07f632503",
"moleculeId": "sa_1629459bd5cb228bc064e76d",
"parentId": "11286",
"isLeaf": false,
"molecule": {
"id": "sa_1629459bd5cb228bc064e76d",
"inchikey": "OBLQOAWYIVJFJF-UHFFFAOYSA-N",
"smiles": "Nc1cc(-c2cccc(COCC(F)(F)F)c2)n(-c2ccc(F)cc2)n1"
},
"smiles": "Nc1cc(-c2cccc(COCC(F)(F)F)c2)n(-c2ccc(F)cc2)n1",
"reactionStepId": "sa_ad7574025f05def2d4d76503",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08846746B2;1045;1520707\",\"rsmi\":\"CC1(C)OB([c:13]2[cH:14][c:15]([CH2:16][O:17][CH2:18][C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][cH:25]2)OC1(C)C.I[c:12]1[n:4](-[c:5]2[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]2)[n:3][c:2]([NH2:1])[cH:26]1>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC(=O)O.CC(=O)O.COCCOC.O=C(O)O.[Na+].[Na+].[Pd+2]>[NH2:1][c:2]1[n:3][n:4](-[c:5]2[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]2)[c:12](-[c:13]2[cH:14][c:15]([CH2:16][O:17][CH2:18][C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][cH:25]2)[cH:26]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:13]2[cH:14][c:15]([CH2:16][O:17][CH2:18][C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][cH:25]2)OC1(C)C.I[c:12]1[n:4](-[c:5]2[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]2)[n:3][c:2]([NH2:1])[cH:26]1>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC(=O)O.CC(=O)O.COCCOC.O=C(O)O.[Na+].[Na+].[Pd+2]>[NH2:1][c:2]1[n:3][n:4](-[c:5]2[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]2)[c:12](-[c:13]2[cH:14][c:15]([CH2:16][O:17][CH2:18][C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][cH:25]2)[cH:26]1\"}",
"reactionStep": {
"id": "sa_ad7574025f05def2d4d76503",
"reactionHash": "fd91815b99c2553e4d3556f3814455f8e56d9e89be73bf369a226b801a1a1565"
},
"children": [
{
"id": "11290",
"routeId": "sa_735756548df231e07f632503",
"moleculeId": "sa_5c33829693136546aaf61642",
"parentId": "11289",
"isLeaf": true,
"molecule": {
"id": "sa_5c33829693136546aaf61642",
"inchikey": "PMYVDZRJVDXBML-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2cccc(COCC(F)(F)F)c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2cccc(COCC(F)(F)F)c2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11291",
"routeId": "sa_735756548df231e07f632503",
"moleculeId": "sa_4eb7ba015815e5f87e76962d",
"parentId": "11289",
"isLeaf": false,
"molecule": {
"id": "sa_4eb7ba015815e5f87e76962d",
"inchikey": "PRMVNTHEUYNSMZ-UHFFFAOYSA-N",
"smiles": "Nc1cc(I)n(-c2ccc(F)cc2)n1"
},
"smiles": "Nc1cc(I)n(-c2ccc(F)cc2)n1",
"reactionStepId": "sa_80ee57704189b1d7056d66d0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08846746B2;0943;1520677\",\"rsmi\":\"Cc1ccc(C)[n:1]1-[c:2]1[n:3][n:4](-[c:5]2[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]2)[c:12]([I:13])[cH:14]1>CCCCCC.CCN(CC)CC.CCOC(C)=O.Cl.NO>[NH2:1][c:2]1[n:3][n:4](-[c:5]2[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]2)[c:12]([I:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"Cc1ccc(C)[n:1]1-[c:2]1[n:3][n:4](-[c:5]2[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]2)[c:12]([I:13])[cH:14]1>CCCCCC.CCN(CC)CC.CCOC(C)=O.Cl.NO>[NH2:1][c:2]1[n:3][n:4](-[c:5]2[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]2)[c:12]([I:13])[cH:14]1\"}",
"reactionStep": {
"id": "sa_80ee57704189b1d7056d66d0",
"reactionHash": "f41e16b54d2a33b1431448fa1090c991f7637a562354cd5fe1ff9d9fb84f38e7"
},
"children": [
{
"id": "11292",
"routeId": "sa_735756548df231e07f632503",
"moleculeId": "sa_dbc4603fbff7653a02db0f42",
"parentId": "11291",
"isLeaf": false,
"molecule": {
"id": "sa_dbc4603fbff7653a02db0f42",
"inchikey": "OONJSYOMEGIJEV-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C)n1-c1cc(I)n(-c2ccc(F)cc2)n1"
},
"smiles": "Cc1ccc(C)n1-c1cc(I)n(-c2ccc(F)cc2)n1",
"reactionStepId": "sa_f769b3b6e1e9538f357e19fe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08846746B2;0940;1520676\",\"rsmi\":\"I[I:19].[CH3:1][c:2]1[cH:3][cH:4][c:5]([CH3:6])[n:7]1-[c:8]1[n:9][n:10](-[c:11]2[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]2)[cH:18][cH:20]1>C1CCOC1.O=S(O)O.[Li]CCCC.[Na+].[Na+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([CH3:6])[n:7]1-[c:8]1[n:9][n:10](-[c:11]2[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]2)[c:18]([I:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"I[I:19].[CH3:1][c:2]1[cH:3][cH:4][c:5]([CH3:6])[n:7]1-[c:8]1[n:9][n:10](-[c:11]2[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]2)[cH:18][cH:20]1>C1CCOC1.O=S(O)O.[Li]CCCC.[Na+].[Na+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([CH3:6])[n:7]1-[c:8]1[n:9][n:10](-[c:11]2[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]2)[c:18]([I:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_f769b3b6e1e9538f357e19fe",
"reactionHash": "d9dca3f2b463cb5a2f2c16467edeeb2b55d1cab1af0396e022247fc96bbb1b23"
},
"children": [
{
"id": "11293",
"routeId": "sa_735756548df231e07f632503",
"moleculeId": "sa_bc6c113460696c6012e3bdf5",
"parentId": "11292",
"isLeaf": true,
"molecule": {
"id": "sa_bc6c113460696c6012e3bdf5",
"inchikey": "PNDPGZBMCMUPRI-UHFFFAOYSA-N",
"smiles": "II"
},
"smiles": "II",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11294",
"routeId": "sa_735756548df231e07f632503",
"moleculeId": "sa_bf22831d0955919e2f41c1ab",
"parentId": "11292",
"isLeaf": true,
"molecule": {
"id": "sa_bf22831d0955919e2f41c1ab",
"inchikey": "VGPGXHRTBBFQTN-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C)n1-c1ccn(-c2ccc(F)cc2)n1"
},
"smiles": "Cc1ccc(C)n1-c1ccn(-c2ccc(F)cc2)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}