Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3)c3cc(NC(=O)NC4CC4)c(Cl)cc3[nH]c2=O)c1
InChiKey
GTZRWABUMPGTQA-IBGZPJMESA-N
Route Content Hash
02caf82fdec2d6ee2591c27ca79383aaa837be91ac7890e175dd2e8c9702460c
Route Signature
194744c864d4f209da739f13f27033cf5924cf7d1518f062e9a62171b23af77c
Synthesis route with 8 steps (convergent)
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc040j002p3odd2rwtif82",
"signature": "194744c864d4f209da739f13f27033cf5924cf7d1518f062e9a62171b23af77c",
"contentHash": "02caf82fdec2d6ee2591c27ca79383aaa837be91ac7890e175dd2e8c9702460c",
"length": 8,
"isConvergent": true
},
"target": {
"id": "cmisc040j002o3odd9zp354zj",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00019",
"moleculeId": "v0gejehqtfp0x23lv04daqv8",
"routeLength": 8,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "v0gejehqtfp0x23lv04daqv8",
"inchikey": "GTZRWABUMPGTQA-IBGZPJMESA-N",
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3)c3cc(NC(=O)NC4CC4)c(Cl)cc3[nH]c2=O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc040l002q3oddyen6r63s",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "v0gejehqtfp0x23lv04daqv8",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491564\",\"rsmi\":\"CC(C)(C)OC(=O)[N:18]1[C@H:13]([CH2:12][CH2:11][O:10][c:9]2[c:8](-[c:7]3[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:36]3)[c:34](=[O:35])[nH:33][c:32]3[c:19]2[cH:20][c:21]([NH:22][C:23](=[O:24])[NH:25][CH:26]2[CH2:27][CH2:28]2)[c:29]([Cl:30])[cH:31]3)[CH2:14][CH2:15][CH2:16][CH2:17]1>COc1ccccc1.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][NH:18]3)[c:19]3[cH:20][c:21]([NH:22][C:23](=[O:24])[NH:25][CH:26]4[CH2:27][CH2:28]4)[c:29]([Cl:30])[cH:31][c:32]3[nH:33][c:34]2=[O:35])[cH:36]1\"}",
"molecule": {
"id": "v0gejehqtfp0x23lv04daqv8",
"inchikey": "GTZRWABUMPGTQA-IBGZPJMESA-N",
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3)c3cc(NC(=O)NC4CC4)c(Cl)cc3[nH]c2=O)c1"
},
"children": [
{
"id": "cmisc040l002r3odd3thsam96",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "m4keq3ha1nwpkbpidr4as42q",
"parentId": "cmisc040l002q3oddyen6r63s",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491563\",\"rsmi\":\"ClC(Cl)(Cl)O[C:30](OC(Cl)(Cl)Cl)=[O:31].[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([NH2:29])[c:36]([Cl:37])[cH:38][c:39]3[nH:40][c:41]2=[O:42])[cH:43]1.[NH2:32][CH:33]1[CH2:34][CH2:35]1>CCOC(C)=O.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([NH:29][C:30](=[O:31])[NH:32][CH:33]4[CH2:34][CH2:35]4)[c:36]([Cl:37])[cH:38][c:39]3[nH:40][c:41]2=[O:42])[cH:43]1\"}",
"molecule": {
"id": "m4keq3ha1nwpkbpidr4as42q",
"inchikey": "JQDZGFWUEMWBRM-QHCPKHFHSA-N",
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3C(=O)OC(C)(C)C)c3cc(NC(=O)NC4CC4)c(Cl)cc3[nH]c2=O)c1"
},
"children": [
{
"id": "cmisc040l002s3oddiqd7haju",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "igbn449zeb4m7xt9n2hy8car",
"parentId": "cmisc040l002r3odd3thsam96",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491562\",\"rsmi\":\"O=[N+:29]([O-])[c:28]1[cH:27][c:26]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:8](-[c:7]3[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:37]3)[c:35](=[O:36])[nH:34][c:33]2[cH:32][c:30]1[Cl:31]>Cl[Fe](Cl)Cl.NN.O.O.O.O.O.O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([NH2:29])[c:30]([Cl:31])[cH:32][c:33]3[nH:34][c:35]2=[O:36])[cH:37]1\"}",
"molecule": {
"id": "igbn449zeb4m7xt9n2hy8car",
"inchikey": "LBWXQYKOBUXKQI-FQEVSTJZSA-N",
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3C(=O)OC(C)(C)C)c3cc(N)c(Cl)cc3[nH]c2=O)c1"
},
"children": [
{
"id": "cmisc040m002v3oddob3c512s",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "nxvqqvbakdb6go8xg4k2zkwa",
"parentId": "cmisc040l002s3oddiqd7haju",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491558\",\"rsmi\":\"O[c:9]1[c:8](-[c:7]2[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:39]2)[c:37](=[O:38])[nH:36][c:35]2[c:26]1[cH:27][c:28]([N+:29](=[O:30])[O-:31])[c:32]([Cl:33])[cH:34]2.[OH:10][CH2:11][CH2:12][C@@H:13]1[CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25]>CCOC(=O)N=NC(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([N+:29](=[O:30])[O-:31])[c:32]([Cl:33])[cH:34][c:35]3[nH:36][c:37]2=[O:38])[cH:39]1\"}",
"molecule": {
"id": "nxvqqvbakdb6go8xg4k2zkwa",
"inchikey": "VIWLSTAPZWUKDK-FQEVSTJZSA-N",
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3C(=O)OC(C)(C)C)c3cc([N+](=O)[O-])c(Cl)cc3[nH]c2=O)c1"
},
"children": [
{
"id": "cmisc040m002w3oddux58wccn",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "qu615356rm0scdmbxaqnttgk",
"parentId": "cmisc040m002v3oddob3c512s",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491561\",\"rsmi\":\"C[O:16][C:15](=O)[CH2:14][C@H:13]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][CH2:10][CH2:11][CH2:12]1>[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH2:11][CH2:12][C@H:13]1[CH2:14][CH2:15][OH:16]\"}",
"molecule": {
"id": "qu615356rm0scdmbxaqnttgk",
"inchikey": "LTVQOFUGXMVESU-JTQLQIEISA-N",
"smiles": "CC(C)(C)OC(=O)N1CCCC[C@H]1CCO"
},
"children": [
{
"id": "cmisc040m002y3oddceupiwa6",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "qyiiaa4k1cbm7b2hkbd64m4l",
"parentId": "cmisc040m002w3oddux58wccn",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "qyiiaa4k1cbm7b2hkbd64m4l",
"inchikey": "VJNWVGAZYYQKTF-JTQLQIEISA-N",
"smiles": "COC(=O)C[C@@H]1CCCCN1C(=O)OC(C)(C)C"
},
"children": []
}
]
},
{
"id": "cmisc040m002x3oddrnqx2j39",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "tsvxy0whdu0v6yf5jb0n4q6e",
"parentId": "cmisc040m002v3oddob3c512s",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491573\",\"rsmi\":\"CO[C:9](=[O:10])[c:11]1[cH:12][c:13]([N+:14](=[O:15])[O-:16])[c:17]([Cl:18])[cH:19][c:20]1[NH:21][C:22]([CH2:8][c:7]1[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:24]1)=[O:23]>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.[Na+]>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([OH:10])[c:11]3[cH:12][c:13]([N+:14](=[O:15])[O-:16])[c:17]([Cl:18])[cH:19][c:20]3[nH:21][c:22]2=[O:23])[cH:24]1\"}",
"molecule": {
"id": "tsvxy0whdu0v6yf5jb0n4q6e",
"inchikey": "BHXCYYJAKSKFGK-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)cc(-c2c(O)c3cc([N+](=O)[O-])c(Cl)cc3[nH]c2=O)c1"
},
"children": [
{
"id": "cmisc040m002z3oddm60zryj1",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "vjwje99eed2ux15kan02vfzy",
"parentId": "cmisc040m002x3oddrnqx2j39",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491572\",\"rsmi\":\"Cl[C:8](=[O:9])[CH2:10][c:11]1[cH:12][c:13]([CH3:14])[cH:15][c:16]([CH3:17])[cH:18]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH2:7])[cH:19][c:20]([Cl:21])[c:22]([N+:23](=[O:24])[O-:25])[cH:26]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][C:8](=[O:9])[CH2:10][c:11]2[cH:12][c:13]([CH3:14])[cH:15][c:16]([CH3:17])[cH:18]2)[cH:19][c:20]([Cl:21])[c:22]([N+:23](=[O:24])[O-:25])[cH:26]1\"}",
"molecule": {
"id": "vjwje99eed2ux15kan02vfzy",
"inchikey": "SMMRLBSHMQQHFV-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc([N+](=O)[O-])c(Cl)cc1NC(=O)Cc1cc(C)cc(C)c1"
},
"children": [
{
"id": "cmisc040m00303oddno0apwaz",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "p1cq1rr69706jamug99g1ixe",
"parentId": "cmisc040m002z3oddm60zryj1",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491576\",\"rsmi\":\"CC(=O)[NH:7][c:6]1[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:15][c:11]([N+:12](=[O:13])[O-:14])[c:9]([Cl:10])[cH:8]1>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH2:7])[cH:8][c:9]([Cl:10])[c:11]([N+:12](=[O:13])[O-:14])[cH:15]1\"}",
"molecule": {
"id": "p1cq1rr69706jamug99g1ixe",
"inchikey": "SVKISRAJLSOKLR-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc([N+](=O)[O-])c(Cl)cc1N"
},
"children": [
{
"id": "cmisc040n00323oddog4gsmti",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "nqmcs22kqhb2smowv0pqwqhy",
"parentId": "cmisc040m00303oddno0apwaz",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491575\",\"rsmi\":\"O[N+:15](=[O:16])[O-:17].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][C:8]([CH3:9])=[O:10])[cH:11][c:12]([Cl:13])[cH:14][cH:18]1>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][C:8]([CH3:9])=[O:10])[cH:11][c:12]([Cl:13])[c:14]([N+:15](=[O:16])[O-:17])[cH:18]1\"}",
"molecule": {
"id": "nqmcs22kqhb2smowv0pqwqhy",
"inchikey": "XIMSLPBLUXHJIS-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc([N+](=O)[O-])c(Cl)cc1NC(C)=O"
},
"children": [
{
"id": "cmisc040n00353oddyl6cj2oy",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "x90entdm3egmxgq23rhwvacq",
"parentId": "cmisc040n00323oddog4gsmti",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "x90entdm3egmxgq23rhwvacq",
"inchikey": "DKFAYQCXBCDRFR-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cl)cc1NC(C)=O"
},
"children": []
},
{
"id": "cmisc040n00363oddsf9ua0l7",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "bcsdom55ez96hdb4wx880j7s",
"parentId": "cmisc040n00323oddog4gsmti",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "bcsdom55ez96hdb4wx880j7s",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"children": []
}
]
}
]
},
{
"id": "cmisc040n00313oddfi2adivy",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "nrbc69f99pcwx0bctavax398",
"parentId": "cmisc040m002z3oddm60zryj1",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06147088;;491577\",\"rsmi\":\"O=C(Cl)C(=O)[Cl:11].O[C:9]([CH2:8][c:7]1[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:12]1)=[O:10]>CN(C)C=O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7]([CH2:8][C:9](=[O:10])[Cl:11])[cH:12]1\"}",
"molecule": {
"id": "nrbc69f99pcwx0bctavax398",
"inchikey": "TZKVHTHSNNHIGR-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)cc(CC(=O)Cl)c1"
},
"children": [
{
"id": "cmisc040n00333oddibmooluv",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "f4uf25dnx6ba80w6zi1jz4zu",
"parentId": "cmisc040n00313oddfi2adivy",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "f4uf25dnx6ba80w6zi1jz4zu",
"inchikey": "HDNBKTWQBJJYPD-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)cc(CC(=O)O)c1"
},
"children": []
},
{
"id": "cmisc040n00343odde0ih623o",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "fw0t29y7yy7syjrkr0i131fb",
"parentId": "cmisc040n00313oddfi2adivy",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "fw0t29y7yy7syjrkr0i131fb",
"inchikey": "CTSLXHKWHWQRSH-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C(=O)Cl"
},
"children": []
}
]
}
]
}
]
}
]
}
]
},
{
"id": "cmisc040l002t3oddthx4rple",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "ya6eumjyrku4e3b8ymv16cax",
"parentId": "cmisc040l002r3odd3thsam96",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "ya6eumjyrku4e3b8ymv16cax",
"inchikey": "HTJDQJBWANPRPF-UHFFFAOYSA-N",
"smiles": "NC1CC1"
},
"children": []
},
{
"id": "cmisc040l002u3odd2nmn53kl",
"routeId": "cmisc040j002p3odd2rwtif82",
"moleculeId": "febjwgts7ug1d89601z94re5",
"parentId": "cmisc040l002r3odd3thsam96",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "febjwgts7ug1d89601z94re5",
"inchikey": "UCPYLLCMEDAXFR-UHFFFAOYSA-N",
"smiles": "O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl"
},
"children": []
}
]
}
]
}
}