Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Nc1cc(-c2cnco2)cc(-c2cnco2)c1)N1c2nc(-c3cccc(C(F)(F)F)c3)ccc2N2CC[C@H]1C2
InChiKey
MKTHXIZWUFVVBY-QFIPXVFZSA-N
Route Signature
4c0fee1885c0a2f5d6dac298ecb3ad0819df52d3e183d3a57ca8752762d83590
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_452adbfb3d4b78a488bc5dba",
"signature": "4c0fee1885c0a2f5d6dac298ecb3ad0819df52d3e183d3a57ca8752762d83590",
"contentHash": "ff51a151e21cdfb083d84641619be96321377e53a881ecb1c9182c1614a51880",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_5cd3140cd5a5bcb7e9beb9ed",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04378",
"moleculeId": "sa_84c69b70c0f49613db65373d",
"smiles": "O=C(Nc1cc(-c2cnco2)cc(-c2cnco2)c1)N1c2nc(-c3cccc(C(F)(F)F)c3)ccc2N2CC[C@H]1C2",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_84c69b70c0f49613db65373d",
"inchikey": "MKTHXIZWUFVVBY-QFIPXVFZSA-N",
"smiles": "O=C(Nc1cc(-c2cnco2)cc(-c2cnco2)c1)N1c2nc(-c3cccc(C(F)(F)F)c3)ccc2N2CC[C@H]1C2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11230",
"routeId": "sa_452adbfb3d4b78a488bc5dba",
"moleculeId": "sa_84c69b70c0f49613db65373d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_84c69b70c0f49613db65373d",
"inchikey": "MKTHXIZWUFVVBY-QFIPXVFZSA-N",
"smiles": "O=C(Nc1cc(-c2cnco2)cc(-c2cnco2)c1)N1c2nc(-c3cccc(C(F)(F)F)c3)ccc2N2CC[C@H]1C2"
},
"smiles": "O=C(Nc1cc(-c2cnco2)cc(-c2cnco2)c1)N1c2nc(-c3cccc(C(F)(F)F)c3)ccc2N2CC[C@H]1C2",
"reactionStepId": "sa_8755c996cfebeee089489b0b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160083386A1;0479;1856021\",\"rsmi\":\"[NH:20]1[c:21]2[c:22]([cH:23][cH:24][c:25](-[c:26]3[cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[cH:33][cH:34][cH:35]3)[n:36]2)[N:37]2[CH2:38][CH2:39][C@H:40]1[CH2:41]2.c1ccc(O[C:2](=[O:1])[NH:3][c:4]2[cH:5][c:6](-[c:7]3[cH:8][n:9][cH:10][o:11]3)[cH:12][c:13](-[c:14]3[cH:15][n:16][cH:17][o:18]3)[cH:19]2)cc1>CC#N.CN(C)c1ccncc1>[O:1]=[C:2]([NH:3][c:4]1[cH:5][c:6](-[c:7]2[cH:8][n:9][cH:10][o:11]2)[cH:12][c:13](-[c:14]2[cH:15][n:16][cH:17][o:18]2)[cH:19]1)[N:20]1[c:21]2[c:22]([cH:23][cH:24][c:25](-[c:26]3[cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[cH:33][cH:34][cH:35]3)[n:36]2)[N:37]2[CH2:38][CH2:39][C@H:40]1[CH2:41]2\"},\"mapped_reaction_smiles\":\"[NH:20]1[c:21]2[c:22]([cH:23][cH:24][c:25](-[c:26]3[cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[cH:33][cH:34][cH:35]3)[n:36]2)[N:37]2[CH2:38][CH2:39][C@H:40]1[CH2:41]2.c1ccc(O[C:2](=[O:1])[NH:3][c:4]2[cH:5][c:6](-[c:7]3[cH:8][n:9][cH:10][o:11]3)[cH:12][c:13](-[c:14]3[cH:15][n:16][cH:17][o:18]3)[cH:19]2)cc1>CC#N.CN(C)c1ccncc1>[O:1]=[C:2]([NH:3][c:4]1[cH:5][c:6](-[c:7]2[cH:8][n:9][cH:10][o:11]2)[cH:12][c:13](-[c:14]2[cH:15][n:16][cH:17][o:18]2)[cH:19]1)[N:20]1[c:21]2[c:22]([cH:23][cH:24][c:25](-[c:26]3[cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[cH:33][cH:34][cH:35]3)[n:36]2)[N:37]2[CH2:38][CH2:39][C@H:40]1[CH2:41]2\"}",
"reactionStep": {
"id": "sa_8755c996cfebeee089489b0b",
"reactionHash": "d50952ecfe8c9ceca0ddbd462f2fa04a570e2776757790996f6b194e7e05a920"
},
"children": [
{
"id": "11231",
"routeId": "sa_452adbfb3d4b78a488bc5dba",
"moleculeId": "sa_df9a57f536724cf33f964082",
"parentId": "11230",
"isLeaf": false,
"molecule": {
"id": "sa_df9a57f536724cf33f964082",
"inchikey": "JKOBUNRCMFSSAA-LBPRGKRZSA-N",
"smiles": "FC(F)(F)c1cccc(-c2ccc3c(n2)N[C@H]2CCN3C2)c1"
},
"smiles": "FC(F)(F)c1cccc(-c2ccc3c(n2)N[C@H]2CCN3C2)c1",
"reactionStepId": "sa_e9dd35eca76d82aa856177ed",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160083386A1;0289;1855958\",\"rsmi\":\"Cl[c:10]1[n:11][c:12]2[c:13]([cH:14][cH:15]1)[N:16]1[CH2:17][CH2:18][C@@H:19]([CH2:20]1)[NH:21]2.OB(O)[c:9]1[cH:8][cH:7][cH:6][c:5]([C:2]([F:1])([F:3])[F:4])[cH:22]1>C1COCCO1.CC(=O)O.CC(=O)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.CCOC(C)=O.O.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][cH:8][c:9](-[c:10]2[n:11][c:12]3[c:13]([cH:14][cH:15]2)[N:16]2[CH2:17][CH2:18][C@@H:19]([CH2:20]2)[NH:21]3)[cH:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:10]1[n:11][c:12]2[c:13]([cH:14][cH:15]1)[N:16]1[CH2:17][CH2:18][C@@H:19]([CH2:20]1)[NH:21]2.OB(O)[c:9]1[cH:8][cH:7][cH:6][c:5]([C:2]([F:1])([F:3])[F:4])[cH:22]1>C1COCCO1.CC(=O)O.CC(=O)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.CCOC(C)=O.O.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][cH:8][c:9](-[c:10]2[n:11][c:12]3[c:13]([cH:14][cH:15]2)[N:16]2[CH2:17][CH2:18][C@@H:19]([CH2:20]2)[NH:21]3)[cH:22]1\"}",
"reactionStep": {
"id": "sa_e9dd35eca76d82aa856177ed",
"reactionHash": "ae614689e096d7cd3aefa16592907024e1c960fc98073890b8856690fc05fa4c"
},
"children": [
{
"id": "11232",
"routeId": "sa_452adbfb3d4b78a488bc5dba",
"moleculeId": "sa_77bd457ab50f3671db8654ec",
"parentId": "11231",
"isLeaf": true,
"molecule": {
"id": "sa_77bd457ab50f3671db8654ec",
"inchikey": "LYFKZCRHQOGULQ-LURJTMIESA-N",
"smiles": "Clc1ccc2c(n1)N[C@H]1CCN2C1"
},
"smiles": "Clc1ccc2c(n1)N[C@H]1CCN2C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11233",
"routeId": "sa_452adbfb3d4b78a488bc5dba",
"moleculeId": "sa_87d11641e1d5bd9eb5a3ca58",
"parentId": "11231",
"isLeaf": true,
"molecule": {
"id": "sa_87d11641e1d5bd9eb5a3ca58",
"inchikey": "WOAORAPRPVIATR-UHFFFAOYSA-N",
"smiles": "OB(O)c1cccc(C(F)(F)F)c1"
},
"smiles": "OB(O)c1cccc(C(F)(F)F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11234",
"routeId": "sa_452adbfb3d4b78a488bc5dba",
"moleculeId": "sa_368bb738b3b8d739b1668e46",
"parentId": "11230",
"isLeaf": false,
"molecule": {
"id": "sa_368bb738b3b8d739b1668e46",
"inchikey": "ROPLVTYCXIFXAI-UHFFFAOYSA-N",
"smiles": "O=C(Nc1cc(-c2cnco2)cc(-c2cnco2)c1)Oc1ccccc1"
},
"smiles": "O=C(Nc1cc(-c2cnco2)cc(-c2cnco2)c1)Oc1ccccc1",
"reactionStepId": "sa_d8dc23e575baf09e35b1d08f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160083386A1;0477;1856020\",\"rsmi\":\"Cl[C:2](=[O:1])[O:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[NH2:3][c:4]1[cH:5][c:6](-[c:7]2[cH:8][n:9][cH:10][o:11]2)[cH:12][c:13](-[c:14]2[cH:15][n:16][cH:17][o:18]2)[cH:19]1>ClCCl.c1ccncc1>[O:1]=[C:2]([NH:3][c:4]1[cH:5][c:6](-[c:7]2[cH:8][n:9][cH:10][o:11]2)[cH:12][c:13](-[c:14]2[cH:15][n:16][cH:17][o:18]2)[cH:19]1)[O:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[O:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[NH2:3][c:4]1[cH:5][c:6](-[c:7]2[cH:8][n:9][cH:10][o:11]2)[cH:12][c:13](-[c:14]2[cH:15][n:16][cH:17][o:18]2)[cH:19]1>ClCCl.c1ccncc1>[O:1]=[C:2]([NH:3][c:4]1[cH:5][c:6](-[c:7]2[cH:8][n:9][cH:10][o:11]2)[cH:12][c:13](-[c:14]2[cH:15][n:16][cH:17][o:18]2)[cH:19]1)[O:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_d8dc23e575baf09e35b1d08f",
"reactionHash": "2244c2a91c4cdafa710a308ada3077d2e3698b6ba5a2fd7c2cb921d4493cd39e"
},
"children": [
{
"id": "11235",
"routeId": "sa_452adbfb3d4b78a488bc5dba",
"moleculeId": "sa_c3f902b5f9863db0f23f1ee5",
"parentId": "11234",
"isLeaf": true,
"molecule": {
"id": "sa_c3f902b5f9863db0f23f1ee5",
"inchikey": "AHWALFGBDFAJAI-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Oc1ccccc1"
},
"smiles": "O=C(Cl)Oc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11236",
"routeId": "sa_452adbfb3d4b78a488bc5dba",
"moleculeId": "sa_6028e4b18e9a81a840fc81fe",
"parentId": "11234",
"isLeaf": false,
"molecule": {
"id": "sa_6028e4b18e9a81a840fc81fe",
"inchikey": "IPWKABPHUFYUEN-UHFFFAOYSA-N",
"smiles": "Nc1cc(-c2cnco2)cc(-c2cnco2)c1"
},
"smiles": "Nc1cc(-c2cnco2)cc(-c2cnco2)c1",
"reactionStepId": "sa_4d32779b30862a3aa86662e6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160083386A1;0648;1856088\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][c:4](-[c:5]2[cH:6][n:7][cH:8][o:9]2)[cH:10][c:11](-[c:12]2[cH:13][n:14][cH:15][o:16]2)[cH:17]1>CCOC(C)=O.[Pd]>[NH2:1][c:2]1[cH:3][c:4](-[c:5]2[cH:6][n:7][cH:8][o:9]2)[cH:10][c:11](-[c:12]2[cH:13][n:14][cH:15][o:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[cH:3][c:4](-[c:5]2[cH:6][n:7][cH:8][o:9]2)[cH:10][c:11](-[c:12]2[cH:13][n:14][cH:15][o:16]2)[cH:17]1>CCOC(C)=O.[Pd]>[NH2:1][c:2]1[cH:3][c:4](-[c:5]2[cH:6][n:7][cH:8][o:9]2)[cH:10][c:11](-[c:12]2[cH:13][n:14][cH:15][o:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_4d32779b30862a3aa86662e6",
"reactionHash": "87311f934e179253891a8f0575ed586cc1dc8964c95642ce6fed80c9c144ec18"
},
"children": [
{
"id": "11237",
"routeId": "sa_452adbfb3d4b78a488bc5dba",
"moleculeId": "sa_514cb592712439e78d263d3a",
"parentId": "11236",
"isLeaf": true,
"molecule": {
"id": "sa_514cb592712439e78d263d3a",
"inchikey": "AJHSDPGDYUJILJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(-c2cnco2)cc(-c2cnco2)c1"
},
"smiles": "O=[N+]([O-])c1cc(-c2cnco2)cc(-c2cnco2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}