Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3CC(C)C[C@@H]3[C@H]2CNC(=O)c2cccc(C(F)(F)F)n2)c1
InChiKey
JSGFLLMYHVHGGF-HTVIDTJGSA-N
Route Content Hash
4c74f976da3a135b2436ebdbef46214ebbe8ae02be5a1db700133ee6948ea9b5
Route Signature
f00370f8b28203ed9e8f820ca5feaa440c0982aac51baddf79cd681c0360b880
Synthesis route with 9 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc04ab011y3oddrlycgsiq",
"signature": "f00370f8b28203ed9e8f820ca5feaa440c0982aac51baddf79cd681c0360b880",
"contentHash": "4c74f976da3a135b2436ebdbef46214ebbe8ae02be5a1db700133ee6948ea9b5",
"length": 9,
"isConvergent": false
},
"target": {
"id": "cmisc04ab011x3oddp2tv7csr",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n1-00022",
"moleculeId": "n3uz3g7jfq9w4xsva01rhx8c",
"routeLength": 9,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "n3uz3g7jfq9w4xsva01rhx8c",
"inchikey": "JSGFLLMYHVHGGF-HTVIDTJGSA-N",
"smiles": "Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3CC(C)C[C@@H]3[C@H]2CNC(=O)c2cccc(C(F)(F)F)n2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc04ab011z3oddno6fg844",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "n3uz3g7jfq9w4xsva01rhx8c",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100184808A1;0465;915849\",\"rsmi\":\"O[C:20](=[O:21])[c:22]1[n:23][c:24]([C:25]([F:26])([F:27])[F:28])[cH:29][cH:30][cH:31]1.[CH3:1][c:2]1[cH:3][c:4](-[c:5]2[c:6]([C:7](=[O:8])[N:9]3[CH2:10][C@@H:11]4[CH2:12][CH:13]([CH3:14])[CH2:15][C@@H:16]4[C@H:17]3[CH2:18][NH2:19])[n:32][c:33]([CH3:34])[s:35]2)[cH:36][cH:37][cH:38]1>>[CH3:1][c:2]1[cH:3][c:4](-[c:5]2[c:6]([C:7](=[O:8])[N:9]3[CH2:10][C@@H:11]4[CH2:12][CH:13]([CH3:14])[CH2:15][C@@H:16]4[C@H:17]3[CH2:18][NH:19][C:20](=[O:21])[c:22]3[n:23][c:24]([C:25]([F:26])([F:27])[F:28])[cH:29][cH:30][cH:31]3)[n:32][c:33]([CH3:34])[s:35]2)[cH:36][cH:37][cH:38]1\"}",
"molecule": {
"id": "n3uz3g7jfq9w4xsva01rhx8c",
"inchikey": "JSGFLLMYHVHGGF-HTVIDTJGSA-N",
"smiles": "Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3CC(C)C[C@@H]3[C@H]2CNC(=O)c2cccc(C(F)(F)F)n2)c1"
},
"children": [
{
"id": "cmisc04ac01203odd0rhw9r8y",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "ffbd1afj177a5kzye7hidj9y",
"parentId": "cmisc04ab011z3oddno6fg844",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100184808A1;0333;915825\",\"rsmi\":\"O=C(C(F)(F)F)[NH:19][CH2:18][C@H:17]1[N:9]([C:7]([c:6]2[c:5](-[c:4]3[cH:3][c:2]([CH3:1])[cH:26][cH:25][cH:24]3)[s:23][c:21]([CH3:22])[n:20]2)=[O:8])[CH2:10][C@@H:11]2[CH2:12][CH:13]([CH3:14])[CH2:15][C@@H:16]21>CCOCC.CO.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][c:4](-[c:5]2[c:6]([C:7](=[O:8])[N:9]3[CH2:10][C@@H:11]4[CH2:12][CH:13]([CH3:14])[CH2:15][C@@H:16]4[C@H:17]3[CH2:18][NH2:19])[n:20][c:21]([CH3:22])[s:23]2)[cH:24][cH:25][cH:26]1\"}",
"molecule": {
"id": "ffbd1afj177a5kzye7hidj9y",
"inchikey": "FVKLOQOKXXKIFY-XIAUJNHSSA-N",
"smiles": "Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3CC(C)C[C@@H]3[C@H]2CN)c1"
},
"children": [
{
"id": "cmisc04ac01223odd0nerk8um",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "nclz3auc32kp209jix6zdfc8",
"parentId": "cmisc04ac01203odd0rhw9r8y",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100184808A1;0330;915824\",\"rsmi\":\"O[C:7]([c:6]1[c:5](-[c:4]2[cH:3][c:2]([CH3:1])[cH:32][cH:31][cH:30]2)[s:29][c:27]([CH3:28])[n:26]1)=[O:8].[NH:9]1[CH2:10][C@@H:11]2[CH2:12][CH:13]([CH3:14])[CH2:15][C@@H:16]2[C@H:17]1[CH2:18][NH:19][C:20](=[O:21])[C:22]([F:23])([F:24])[F:25]>CCCCCCC.CCN(C(C)C)C(C)C.CCOC(C)=O.CCOC(C)=O.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F.O>[CH3:1][c:2]1[cH:3][c:4](-[c:5]2[c:6]([C:7](=[O:8])[N:9]3[CH2:10][C@@H:11]4[CH2:12][CH:13]([CH3:14])[CH2:15][C@@H:16]4[C@H:17]3[CH2:18][NH:19][C:20](=[O:21])[C:22]([F:23])([F:24])[F:25])[n:26][c:27]([CH3:28])[s:29]2)[cH:30][cH:31][cH:32]1\"}",
"molecule": {
"id": "nclz3auc32kp209jix6zdfc8",
"inchikey": "VWABIPPQEKUCHR-XIAUJNHSSA-N",
"smiles": "Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3CC(C)C[C@@H]3[C@H]2CNC(=O)C(F)(F)F)c1"
},
"children": [
{
"id": "cmisc04ac01233oddlhqz0pa3",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "wyxr2pah90pl89uno41s94b5",
"parentId": "cmisc04ac01223odd0nerk8um",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100184808A1;0328;915823\",\"rsmi\":\"CC(C)(C)OC(=O)[N:14]1[C@H:5]([CH2:6][NH:7][C:8](=[O:9])[C:10]([F:11])([F:12])[F:13])[C@H:4]2[CH2:3][CH:2]([CH3:1])[CH2:17][C@H:16]2[CH2:15]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH:2]1[CH2:3][C@@H:4]2[C@@H:5]([CH2:6][NH:7][C:8](=[O:9])[C:10]([F:11])([F:12])[F:13])[NH:14][CH2:15][C@@H:16]2[CH2:17]1\"}",
"molecule": {
"id": "wyxr2pah90pl89uno41s94b5",
"inchikey": "UWLRBKXICPUXSF-IZVRKBBXSA-N",
"smiles": "CC1C[C@H]2CN[C@H](CNC(=O)C(F)(F)F)[C@H]2C1"
},
"children": [
{
"id": "cmisc04ac01253oddtdu6f06n",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "vgxgl0gjqc2yh5gawlpon7yr",
"parentId": "cmisc04ac01233oddlhqz0pa3",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100184808A1;0326;915822\",\"rsmi\":\"CCO[C:8](=[O:9])[C:10]([F:11])([F:12])[F:13].[CH3:1][CH:2]1[CH2:3][C@@H:4]2[C@@H:5]([CH2:6][NH2:7])[N:14]([C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])[CH2:22][C@@H:23]2[CH2:24]1>C1CCOC1>[CH3:1][CH:2]1[CH2:3][C@@H:4]2[C@@H:5]([CH2:6][NH:7][C:8](=[O:9])[C:10]([F:11])([F:12])[F:13])[N:14]([C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])[CH2:22][C@@H:23]2[CH2:24]1\"}",
"molecule": {
"id": "vgxgl0gjqc2yh5gawlpon7yr",
"inchikey": "ODYKQCSWOITHLS-HSTDOPHLSA-N",
"smiles": "CC1C[C@H]2CN(C(=O)OC(C)(C)C)[C@H](CNC(=O)C(F)(F)F)[C@H]2C1"
},
"children": [
{
"id": "cmisc04ac01263oddb0rp6su2",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "ax4oo2eotqv98nbkufkg8r0j",
"parentId": "cmisc04ac01253oddtdu6f06n",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100184808A1;0324;915821\",\"rsmi\":\"c1ccc(C[NH:7][CH2:6][C@@H:5]2[C@H:4]3[CH2:3][CH:2]([CH3:1])[CH2:18][C@H:17]3[CH2:16][N:8]2[C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])cc1>CCO.[Pd]>[CH3:1][CH:2]1[CH2:3][C@@H:4]2[C@@H:5]([CH2:6][NH2:7])[N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@@H:17]2[CH2:18]1\"}",
"molecule": {
"id": "ax4oo2eotqv98nbkufkg8r0j",
"inchikey": "DCFBQMPFJBYCME-HSTDOPHLSA-N",
"smiles": "CC1C[C@H]2CN(C(=O)OC(C)(C)C)[C@H](CN)[C@H]2C1"
},
"children": [
{
"id": "cmisc04ad01283odd7qj6qw2c",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "bl8uymxnwv1z2s82ohrdi3hk",
"parentId": "cmisc04ac01263oddb0rp6su2",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100184808A1;0322;915820\",\"rsmi\":\"O=[CH:6][C@@H:5]1[C@H:4]2[CH2:3][CH:2]([CH3:1])[CH2:25][C@H:24]2[CH2:23][N:15]1[C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22].[NH2:7][CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1>CC(=O)OB(OC(C)=O)OC(C)=O.CCCCCCC.CCOC(C)=O.ClC(Cl)Cl.O=C(O)O.[Na+].[Na+]>[CH3:1][CH:2]1[CH2:3][C@@H:4]2[C@@H:5]([CH2:6][NH:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[N:15]([C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[CH2:23][C@@H:24]2[CH2:25]1\"}",
"molecule": {
"id": "bl8uymxnwv1z2s82ohrdi3hk",
"inchikey": "JMWPHRYTUPEFOH-SCDLOJPASA-N",
"smiles": "CC1C[C@H]2CN(C(=O)OC(C)(C)C)[C@H](CNCc3ccccc3)[C@H]2C1"
},
"children": [
{
"id": "cmisc04ad01293oddwxfx3dd5",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "vtptrlu6fr32rj8285p9b1sk",
"parentId": "cmisc04ad01283odd7qj6qw2c",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100184808A1;0320;915819\",\"rsmi\":\"[CH3:1][CH:2]1[CH2:3][C@@H:4]2[C@@H:5]([CH2:6][OH:7])[N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@@H:17]2[CH2:18]1>CCN(C(C)C)C(C)C.CS(C)=O.ClCCl.O.O=C(Cl)C(=O)Cl>[CH3:1][CH:2]1[CH2:3][C@@H:4]2[C@@H:5]([CH:6]=[O:7])[N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@@H:17]2[CH2:18]1\"}",
"molecule": {
"id": "vtptrlu6fr32rj8285p9b1sk",
"inchikey": "PKNQPHNINHOUKR-HSTDOPHLSA-N",
"smiles": "CC1C[C@H]2CN(C(=O)OC(C)(C)C)[C@H](C=O)[C@H]2C1"
},
"children": [
{
"id": "cmisc04ad012b3odda6chy5iz",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "x8538xb8dizkgea4331wkiq7",
"parentId": "cmisc04ad01293oddwxfx3dd5",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100184808A1;0318;915818\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15].c1ccc(C[N:8]2[C@H:5]([CH2:6][OH:7])[C@H:4]3[CH2:3][CH:2]([CH3:1])[CH2:18][C@H:17]3[CH2:16]2)cc1>CCOC(C)=O.[Pd]>[CH3:1][CH:2]1[CH2:3][C@@H:4]2[C@@H:5]([CH2:6][OH:7])[N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@@H:17]2[CH2:18]1\"}",
"molecule": {
"id": "x8538xb8dizkgea4331wkiq7",
"inchikey": "RCHVDEHLSFOTNF-HSTDOPHLSA-N",
"smiles": "CC1C[C@H]2CN(C(=O)OC(C)(C)C)[C@H](CO)[C@H]2C1"
},
"children": [
{
"id": "cmisc04ad012c3oddlkrqk2on",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "fqrb2g3v55yvlrjtvwohryhl",
"parentId": "cmisc04ad012b3odda6chy5iz",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "fqrb2g3v55yvlrjtvwohryhl",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"children": []
},
{
"id": "cmisc04ad012d3oddp68aajc9",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "cp7cx5ky2fz2pb3q8ynl09fn",
"parentId": "cmisc04ad012b3odda6chy5iz",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "cp7cx5ky2fz2pb3q8ynl09fn",
"inchikey": "OQQJPEXAKXXVJN-XLMXVRBTSA-N",
"smiles": "CC1C[C@H]2CN(Cc3ccccc3)[C@H](CO)[C@H]2C1"
},
"children": []
}
]
}
]
},
{
"id": "cmisc04ad012a3odd6tuw84lv",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "tmnf7i18gxsxssjvvebn0q43",
"parentId": "cmisc04ad01283odd7qj6qw2c",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "tmnf7i18gxsxssjvvebn0q43",
"inchikey": "WGQKYBSKWIADBV-UHFFFAOYSA-N",
"smiles": "NCc1ccccc1"
},
"children": []
}
]
}
]
},
{
"id": "cmisc04ad01273odd6adfaf61",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "zunzjpkhftkt9p5bpr3i0cnn",
"parentId": "cmisc04ac01253oddtdu6f06n",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "zunzjpkhftkt9p5bpr3i0cnn",
"inchikey": "STSCVKRWJPWALQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(F)(F)F"
},
"children": []
}
]
}
]
},
{
"id": "cmisc04ac01243oddrq47mudy",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "qvitcxhudcujqktrirywqf9s",
"parentId": "cmisc04ac01223odd0nerk8um",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "qvitcxhudcujqktrirywqf9s",
"inchikey": "DHUFXBJQFCCELL-UHFFFAOYSA-N",
"smiles": "Cc1cccc(-c2sc(C)nc2C(=O)O)c1"
},
"children": []
}
]
}
]
},
{
"id": "cmisc04ac01213oddkz143w8r",
"routeId": "cmisc04ab011y3oddrlycgsiq",
"moleculeId": "hp35dk81p9qbdc66d44tzp0r",
"parentId": "cmisc04ab011z3oddno6fg844",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "hp35dk81p9qbdc66d44tzp0r",
"inchikey": "OKBHXGBLXDNJJD-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccc(C(F)(F)F)n1"
},
"children": []
}
]
}
}