Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cn1cc(-c2ccc3c(ccn3CC3CCN(C(=O)CCc4ccccc4)CC3)c2)nn1
InChiKey
CEURPBLHYBCPNT-UHFFFAOYSA-N
Route Content Hash
8fd2ebbec79ebaa11fecaa3a555aa2637928a641d055d4d98d33ea5775da2649
Route Signature
af02d18daf83603d579263bfa3f016cd36815ae051e182fc4b16fc23e4c7b167
Synthesis route with 8 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc040u003u3oddm9ka0c3a",
"signature": "af02d18daf83603d579263bfa3f016cd36815ae051e182fc4b16fc23e4c7b167",
"contentHash": "8fd2ebbec79ebaa11fecaa3a555aa2637928a641d055d4d98d33ea5775da2649",
"length": 8,
"isConvergent": false
},
"target": {
"id": "cmisc040u003t3oddg3nu0a4a",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00026",
"moleculeId": "satawpwrlweusa687lfds3y4",
"routeLength": 8,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "satawpwrlweusa687lfds3y4",
"inchikey": "CEURPBLHYBCPNT-UHFFFAOYSA-N",
"smiles": "Cn1cc(-c2ccc3c(ccn3CC3CCN(C(=O)CCc4ccccc4)CC3)c2)nn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc040v003v3oddz1ealum5",
"routeId": "cmisc040u003u3oddm9ka0c3a",
"moleculeId": "satawpwrlweusa687lfds3y4",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150252022A1;0406;1750513\",\"rsmi\":\"C[Si](C)(C)[CH2:1][n:2]1[cH:3][c:4](-[c:5]2[cH:6][cH:7][c:8]3[c:9]([cH:10]2)[cH:11][cH:12][n:13]3[CH2:14][CH:15]2[CH2:16][CH2:17][N:18]([C:19](=[O:20])[CH2:21][CH2:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[CH2:29][CH2:30]2)[n:31][n:32]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.CCOC(C)=O.O.F>[CH3:1][n:2]1[cH:3][c:4](-[c:5]2[cH:6][cH:7][c:8]3[c:9]([cH:10]2)[cH:11][cH:12][n:13]3[CH2:14][CH:15]2[CH2:16][CH2:17][N:18]([C:19](=[O:20])[CH2:21][CH2:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[CH2:29][CH2:30]2)[n:31][n:32]1\"}",
"molecule": {
"id": "satawpwrlweusa687lfds3y4",
"inchikey": "CEURPBLHYBCPNT-UHFFFAOYSA-N",
"smiles": "Cn1cc(-c2ccc3c(ccn3CC3CCN(C(=O)CCc4ccccc4)CC3)c2)nn1"
},
"children": [
{
"id": "cmisc040v003w3odd5wgpnsnv",
"routeId": "cmisc040u003u3oddm9ka0c3a",
"moleculeId": "ckpp6cyo5naa2xni21iprb28",
"parentId": "cmisc040v003v3oddz1ealum5",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150252022A1;0405;1750512\",\"rsmi\":\"[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][N:6]=[N+:36]=[N-:35].[CH:7]#[C:8][c:9]1[cH:10][cH:11][c:12]2[c:13]([cH:14]1)[cH:15][cH:16][n:17]2[CH2:18][CH:19]1[CH2:20][CH2:21][N:22]([C:23](=[O:24])[CH2:25][CH2:26][c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[CH2:33][CH2:34]1>CCOC(C)=O.CS(C)=O.ClCCl.O.O=C1O[C@H]([C@@H](O)CO)C(O)=C1O.[Na+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][n:6]1[cH:7][c:8](-[c:9]2[cH:10][cH:11][c:12]3[c:13]([cH:14]2)[cH:15][cH:16][n:17]3[CH2:18][CH:19]2[CH2:20][CH2:21][N:22]([C:23](=[O:24])[CH2:25][CH2:26][c:27]3[cH:28][cH:29][cH:30][cH:31][cH:32]3)[CH2:33][CH2:34]2)[n:35][n:36]1\"}",
"molecule": {
"id": "ckpp6cyo5naa2xni21iprb28",
"inchikey": "RZHUYIHPDVSPRA-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)Cn1cc(-c2ccc3c(ccn3CC3CCN(C(=O)CCc4ccccc4)CC3)c2)nn1"
},
"children": [
{
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"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150252022A1;0217;1750425\",\"rsmi\":\"C[Si](C)(C)[C:1]#[C:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([cH:8]1)[cH:9][cH:10][n:11]2[CH2:12][CH:13]1[CH2:14][CH2:15][N:16]([C:17](=[O:18])[CH2:19][CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[CH2:27][CH2:28]1>CCOC(C)=O.CO.O.O=C(O)O.[K+].[K+]>[CH:1]#[C:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([cH:8]1)[cH:9][cH:10][n:11]2[CH2:12][CH:13]1[CH2:14][CH2:15][N:16]([C:17](=[O:18])[CH2:19][CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[CH2:27][CH2:28]1\"}",
"molecule": {
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"inchikey": "BRHYLFKNHDPGMS-UHFFFAOYSA-N",
"smiles": "C#Cc1ccc2c(ccn2CC2CCN(C(=O)CCc3ccccc3)CC2)c1"
},
"children": [
{
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"moleculeId": "zv46n0bozty9ppms7p674x2u",
"parentId": "cmisc040w003x3odddt8k2tsp",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150252022A1;0216;1750424\",\"rsmi\":\"Br[c:7]1[cH:8][cH:9][c:10]2[c:11]([cH:12]1)[cH:13][cH:14][n:15]2[CH2:16][CH:17]1[CH2:18][CH2:19][N:20]([C:21](=[O:22])[CH2:23][CH2:24][c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[CH2:31][CH2:32]1.[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[CH:6]>CCN(CC)CC.CCOC(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.[Cu]I.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:7]1[cH:8][cH:9][c:10]2[c:11]([cH:12]1)[cH:13][cH:14][n:15]2[CH2:16][CH:17]1[CH2:18][CH2:19][N:20]([C:21](=[O:22])[CH2:23][CH2:24][c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[CH2:31][CH2:32]1\"}",
"molecule": {
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"inchikey": "NIDNLHDGOHSCDJ-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)C#Cc1ccc2c(ccn2CC2CCN(C(=O)CCc3ccccc3)CC2)c1"
},
"children": [
{
"id": "cmisc040x00403oddbk514oa6",
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"moleculeId": "cssxldth70rl6oepzax0zncs",
"parentId": "cmisc040x003z3oddycrmdcls",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"inchikey": "CWMFRHBXRUITQE-UHFFFAOYSA-N",
"smiles": "C#C[Si](C)(C)C"
},
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},
{
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"routeId": "cmisc040u003u3oddm9ka0c3a",
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"parentId": "cmisc040x003z3oddycrmdcls",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150252022A1;0214;1750423\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1.[NH:11]1[CH2:12][CH2:13][CH:14]([CH2:15][n:16]2[cH:17][cH:18][c:19]3[cH:20][c:21]([Br:22])[cH:23][cH:24][c:25]23)[CH2:26][CH2:27]1>CCN(CC)CC.CO.ClCCl.ClCCl.O>[O:1]=[C:2]([CH2:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1)[N:11]1[CH2:12][CH2:13][CH:14]([CH2:15][n:16]2[cH:17][cH:18][c:19]3[cH:20][c:21]([Br:22])[cH:23][cH:24][c:25]23)[CH2:26][CH2:27]1\"}",
"molecule": {
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"inchikey": "FWCXUUPWBLNLRZ-UHFFFAOYSA-N",
"smiles": "O=C(CCc1ccccc1)N1CCC(Cn2ccc3cc(Br)ccc32)CC1"
},
"children": [
{
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"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150252022A1;0213;1750422\",\"rsmi\":\"CC(C)(C)OC(=O)[N:15]1[CH2:14][CH2:13][CH:12]([CH2:11][n:10]2[c:5]3[cH:4][cH:3][c:2]([Br:1])[cH:7][c:6]3[cH:8][cH:9]2)[CH2:17][CH2:16]1>C1COCCO1.CO.Cl.ClCCl>[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[cH:8][cH:9][n:10]2[CH2:11][CH:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1\"}",
"molecule": {
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"inchikey": "WQUMAAIAIPHASR-UHFFFAOYSA-N",
"smiles": "Brc1ccc2c(ccn2CC2CCNCC2)c1"
},
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{
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"metadata": "{\"ID\":\"US20150252022A1;0212;1750421\",\"rsmi\":\"Cc1ccc(S(=O)(=O)O[CH2:12][CH:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:24][CH2:23]2)cc1.[nH:13]1[cH:14][cH:15][c:16]2[cH:17][c:18]([Br:19])[cH:20][cH:21][c:22]12>CCCCCC.CCOC(C)=O.CN(C)C=O.[HH].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([CH2:12][n:13]2[cH:14][cH:15][c:16]3[cH:17][c:18]([Br:19])[cH:20][cH:21][c:22]23)[CH2:23][CH2:24]1\"}",
"molecule": {
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"smiles": "CC(C)(C)OC(=O)N1CCC(Cn2ccc3cc(Br)ccc32)CC1"
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{
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"molecule": {
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"smiles": "Brc1ccc2[nH]ccc2c1"
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},
{
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"metadata": "{\"ID\":\"US20150252022A1;0211;1750420\",\"rsmi\":\"Cl[S:6]([c:5]1[cH:4][cH:3][c:2]([CH3:1])[cH:25][cH:24]1)(=[O:7])=[O:8].[OH:9][CH2:10][CH:11]1[CH2:12][CH2:13][N:14]([C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])[CH2:22][CH2:23]1>CCCCCC.CCN(CC)CC.CCOC(C)=O.ClCCl.O>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[O:9][CH2:10][CH:11]2[CH2:12][CH2:13][N:14]([C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])[CH2:22][CH2:23]2)[cH:24][cH:25]1\"}",
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"smiles": "Cc1ccc(S(=O)(=O)OCC2CCN(C(=O)OC(C)(C)C)CC2)cc1"
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{
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{
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{
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"smiles": "C[Si](C)(C)CN=[N+]=[N-]"
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}
}