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)c2ccnc(C)c2)c1
InChiKey
KWIABSXDVNXRAE-IHSNNDDKSA-N
Route Content Hash
c2db3f11b4fa26b3e2087fd08086951c16c192f0319d48da5b1fa16f13c0f999
Route Signature
4ff54231ae2af7806b4a94ad7b6a1483c93d707c8ad77a43f62d297811862252
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": "cmisc049000xa3odd0ec4fiou",
"signature": "4ff54231ae2af7806b4a94ad7b6a1483c93d707c8ad77a43f62d297811862252",
"contentHash": "c2db3f11b4fa26b3e2087fd08086951c16c192f0319d48da5b1fa16f13c0f999",
"length": 9,
"isConvergent": false
},
"target": {
"id": "cmisc049000x93odddt1zehsl",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00121",
"moleculeId": "ilpinfpsyku2m3hjvv0qzo1y",
"routeLength": 9,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "ilpinfpsyku2m3hjvv0qzo1y",
"inchikey": "KWIABSXDVNXRAE-IHSNNDDKSA-N",
"smiles": "Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3CC(C)C[C@@H]3[C@H]2CNC(=O)c2ccnc(C)c2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc049100xb3odds3dyh918",
"routeId": "cmisc049000xa3odd0ec4fiou",
"moleculeId": "ilpinfpsyku2m3hjvv0qzo1y",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08106215B2;0552;1154633\",\"rsmi\":\"O[C:20](=[O:21])[c:22]1[cH:23][c:24]([CH3:25])[n:26][cH:27][cH:28]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:29][c:30]([CH3:31])[s:32]2)[cH:33][cH:34][cH:35]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[cH:23][c:24]([CH3:25])[n:26][cH:27][cH:28]3)[n:29][c:30]([CH3:31])[s:32]2)[cH:33][cH:34][cH:35]1\"}",
"molecule": {
"id": "ilpinfpsyku2m3hjvv0qzo1y",
"inchikey": "KWIABSXDVNXRAE-IHSNNDDKSA-N",
"smiles": "Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3CC(C)C[C@@H]3[C@H]2CNC(=O)c2ccnc(C)c2)c1"
},
"children": [
{
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"moleculeId": "qr2lajn8bvm718h1c3pi8xfd",
"parentId": "cmisc049100xb3odds3dyh918",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "qr2lajn8bvm718h1c3pi8xfd",
"inchikey": "PMDHIMMPXRSDML-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)O)ccn1"
},
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},
{
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"metadata": "{\"ID\":\"US08106215B2;0308;1154557\",\"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": [
{
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"metadata": "{\"ID\":\"US08106215B2;0305;1154556\",\"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": {
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"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": [
{
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"routeId": "cmisc049000xa3odd0ec4fiou",
"moleculeId": "wyxr2pah90pl89uno41s94b5",
"parentId": "cmisc049200xe3odd3wud9jmw",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08106215B2;0303;1154555\",\"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": {
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"inchikey": "UWLRBKXICPUXSF-IZVRKBBXSA-N",
"smiles": "CC1C[C@H]2CN[C@H](CNC(=O)C(F)(F)F)[C@H]2C1"
},
"children": [
{
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"routeId": "cmisc049000xa3odd0ec4fiou",
"moleculeId": "vgxgl0gjqc2yh5gawlpon7yr",
"parentId": "cmisc049200xf3oddcgtm12h0",
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"template": null,
"metadata": "{\"ID\":\"US08106215B2;0301;1154554\",\"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": [
{
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"parentId": "cmisc049200xh3oddu7amxyuf",
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"metadata": "{\"ID\":\"US08106215B2;0299;1154553\",\"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": {
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"smiles": "CC1C[C@H]2CN(C(=O)OC(C)(C)C)[C@H](CN)[C@H]2C1"
},
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{
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"metadata": "{\"ID\":\"US08106215B2;0297;1154552\",\"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": {
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},
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{
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"metadata": "{\"ID\":\"US08106215B2;0295;1154551\",\"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": {
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{
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"metadata": "{\"ID\":\"US08106215B2;0293;1154550\",\"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\"}",
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{
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{
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{
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}