Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1ccc(CC(=O)OC)cc1)C(=O)CS(C)(=O)=O
InChiKey
JESLMFCDDXPVAC-UHFFFAOYSA-N
Route Content Hash
7141524504fbcefc42c5f2962100782d0a33e1cc76697a3f9e98b2e708b0fa92
Route Signature
b13549bf734b7c1ed701e5fe0db1c81e06e7969e76a6c915711d897ef2a60b2b
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": "cmisc048g00uo3oddqkbjfv71",
"signature": "b13549bf734b7c1ed701e5fe0db1c81e06e7969e76a6c915711d897ef2a60b2b",
"contentHash": "7141524504fbcefc42c5f2962100782d0a33e1cc76697a3f9e98b2e708b0fa92",
"length": 9,
"isConvergent": false
},
"target": {
"id": "cmisc048g00un3odd1kbziqrd",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00016",
"moleculeId": "slh6eig5k1dsm0y10qxlpu2j",
"routeLength": 9,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "slh6eig5k1dsm0y10qxlpu2j",
"inchikey": "JESLMFCDDXPVAC-UHFFFAOYSA-N",
"smiles": "CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1ccc(CC(=O)OC)cc1)C(=O)CS(C)(=O)=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc048h00up3oddb2uz9e2q",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "slh6eig5k1dsm0y10qxlpu2j",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20130225555A1;0390;1413159\",\"rsmi\":\"O[C:35](=[O:36])[CH2:37][S:38]([CH3:39])(=[O:40])=[O:41].[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[n:15][c:16]2[NH2:17])[n:18]1[CH2:19][CH2:20][CH2:21][NH:22][CH2:23][c:24]1[cH:25][cH:26][c:27]([CH2:28][C:29](=[O:30])[O:31][CH3:32])[cH:33][cH:34]1>CN(C)C(On1nnc2cccnc21)=[N+](C)C.ClCCl.F[PH](F)(F)(F)(F)F>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[n:15][c:16]2[NH2:17])[n:18]1[CH2:19][CH2:20][CH2:21][N:22]([CH2:23][c:24]1[cH:25][cH:26][c:27]([CH2:28][C:29](=[O:30])[O:31][CH3:32])[cH:33][cH:34]1)[C:35](=[O:36])[CH2:37][S:38]([CH3:39])(=[O:40])=[O:41]\"}",
"molecule": {
"id": "slh6eig5k1dsm0y10qxlpu2j",
"inchikey": "JESLMFCDDXPVAC-UHFFFAOYSA-N",
"smiles": "CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1ccc(CC(=O)OC)cc1)C(=O)CS(C)(=O)=O"
},
"children": [
{
"id": "cmisc048h00uq3oddzq7ozdkr",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "nkbdg7jcdkkmlpvrsj128z7z",
"parentId": "cmisc048h00up3oddb2uz9e2q",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20130225555A1;0286;1413136\",\"rsmi\":\"O=[CH:23][c:24]1[cH:25][cH:26][c:27]([CH2:28][C:29](=[O:30])[O:31][CH3:32])[cH:33][cH:34]1.[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[n:15][c:16]2[NH2:17])[n:18]1[CH2:19][CH2:20][CH2:21][NH2:22]>C1CCOC1.CO.B.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[n:15][c:16]2[NH2:17])[n:18]1[CH2:19][CH2:20][CH2:21][NH:22][CH2:23][c:24]1[cH:25][cH:26][c:27]([CH2:28][C:29](=[O:30])[O:31][CH3:32])[cH:33][cH:34]1\"}",
"molecule": {
"id": "nkbdg7jcdkkmlpvrsj128z7z",
"inchikey": "XIQQEASYCSFTBJ-UHFFFAOYSA-N",
"smiles": "CCCCc1nc2c(N)nc3ccccc3c2n1CCCNCc1ccc(CC(=O)OC)cc1"
},
"children": [
{
"id": "cmisc048i00us3odd19mofaak",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "bzd95p7un3nh4ubnhsc8xhay",
"parentId": "cmisc048h00uq3oddzq7ozdkr",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20130225555A1;0283;1413135\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:22][CH2:21][CH2:20][CH2:19][n:18]1[c:5]([CH2:4][CH2:3][CH2:2][CH3:1])[n:6][c:7]2[c:8]1[c:9]1[c:10]([cH:11][cH:12][cH:13][cH:14]1)[n:15][c:16]2[NH2:17]>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[n:15][c:16]2[NH2:17])[n:18]1[CH2:19][CH2:20][CH2:21][NH2:22]\"}",
"molecule": {
"id": "bzd95p7un3nh4ubnhsc8xhay",
"inchikey": "KRQJNCKJBILJJJ-UHFFFAOYSA-N",
"smiles": "CCCCc1nc2c(N)nc3ccccc3c2n1CCCN"
},
"children": [
{
"id": "cmisc048i00uu3oddzleaszes",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "xhwcz83aaze3nptsha69qi2k",
"parentId": "cmisc048i00us3odd19mofaak",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20130225555A1;0281;1413134\",\"rsmi\":\"[NH3:17].[O-][n+:15]1[c:10]2[c:9]([c:8]3[c:7]([n:6][c:5]([CH2:4][CH2:3][CH2:2][CH3:1])[n:18]3[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29])[cH:16]1)[cH:14][cH:13][cH:12][cH:11]2>Cc1ccc(S(=O)(=O)Cl)cc1.ClCCl.ClCCl.O.O>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[n:15][c:16]2[NH2:17])[n:18]1[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29]\"}",
"molecule": {
"id": "xhwcz83aaze3nptsha69qi2k",
"inchikey": "IWANJGONQQFUIO-UHFFFAOYSA-N",
"smiles": "CCCCc1nc2c(N)nc3ccccc3c2n1CCCNC(=O)OC(C)(C)C"
},
"children": [
{
"id": "cmisc048i00uv3odd954m3ktj",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "yhyaor42hkp4nmuhxtai6dhv",
"parentId": "cmisc048i00uu3oddzleaszes",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20130225555A1;0279;1413133\",\"rsmi\":\"O=C(O[OH:16])c1cccc(Cl)c1.[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[n:15][cH:17]2)[n:18]1[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29]>ClCCl.O=S(=O)(O)O.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[n+:15]([O-:16])[cH:17]2)[n:18]1[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29]\"}",
"molecule": {
"id": "yhyaor42hkp4nmuhxtai6dhv",
"inchikey": "OWNPTEYMAPTMSL-UHFFFAOYSA-N",
"smiles": "CCCCc1nc2c[n+]([O-])c3ccccc3c2n1CCCNC(=O)OC(C)(C)C"
},
"children": [
{
"id": "cmisc048i00ux3oddb4tc2w2r",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "zosonos2tdzxdlhtnyf947bb",
"parentId": "cmisc048i00uv3odd954m3ktj",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20130225555A1;0276;1413132\",\"rsmi\":\"O=[C:5](Cl)[CH2:4][CH2:3][CH2:2][CH3:1].[NH2:6][c:7]1[c:8]([NH:17][CH2:18][CH2:19][CH2:20][NH:21][C:22](=[O:23])[O:24][C:25]([CH3:26])([CH3:27])[CH3:28])[c:9]2[c:10]([cH:11][cH:12][cH:13][cH:14]2)[n:15][cH:16]1>CN1CCCC1=O>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[n:15][cH:16]2)[n:17]1[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[O:23])[O:24][C:25]([CH3:26])([CH3:27])[CH3:28]\"}",
"molecule": {
"id": "zosonos2tdzxdlhtnyf947bb",
"inchikey": "ZYDRGNJWIFZPFN-UHFFFAOYSA-N",
"smiles": "CCCCc1nc2cnc3ccccc3c2n1CCCNC(=O)OC(C)(C)C"
},
"children": [
{
"id": "cmisc048j00uz3odd49ysl9uu",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "payvw4ju9kuw8nhptzojzitl",
"parentId": "cmisc048i00ux3oddb4tc2w2r",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20130225555A1;0274;1413131\",\"rsmi\":\"O=[N+:15]([O-])[c:14]1[c:13]([NH:12][CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[c:23]2[c:18]([n:17][cH:16]1)[cH:19][cH:20][cH:21][cH:22]2>C1CCOC1.[Pt]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][NH:12][c:13]1[c:14]([NH2:15])[cH:16][n:17][c:18]2[cH:19][cH:20][cH:21][cH:22][c:23]12\"}",
"molecule": {
"id": "payvw4ju9kuw8nhptzojzitl",
"inchikey": "WHOMGEWVHFZJGT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCCNc1c(N)cnc2ccccc12"
},
"children": [
{
"id": "cmisc048j00v13oddw2beygdy",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "gcs5dcb4g44xsgg99hm8g2xq",
"parentId": "cmisc048j00uz3odd49ysl9uu",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20130225555A1;0271;1413130\",\"rsmi\":\"O[c:13]1[c:14]([N+:15](=[O:16])[O-:17])[cH:18][n:19][c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]12.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][NH2:12]>CCN(CC)CC.CN(C)C=O.ClCCl.O=C(O)O.O=S(Cl)Cl.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][NH:12][c:13]1[c:14]([N+:15](=[O:16])[O-:17])[cH:18][n:19][c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]12\"}",
"molecule": {
"id": "gcs5dcb4g44xsgg99hm8g2xq",
"inchikey": "RFESLSWAOOVMOW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCCNc1c([N+](=O)[O-])cnc2ccccc12"
},
"children": [
{
"id": "cmisc048j00v23oddjky3o4rr",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "k9f0dlwbh1fh3vbedxzfcvu0",
"parentId": "cmisc048j00v13oddw2beygdy",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "k9f0dlwbh1fh3vbedxzfcvu0",
"inchikey": "POHWAQLZBIMPRN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(O)=NCCCN"
},
"children": []
},
{
"id": "cmisc048j00v33oddfhn8tx8b",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "k4szhnfwn2fkt7cngi7y585o",
"parentId": "cmisc048j00v13oddw2beygdy",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20130225555A1;0269;1413129\",\"rsmi\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[c:5]([OH:6])[c:7]2[cH:8][cH:9][cH:10][cH:11][c:12]2[n:13][cH:14]1>CCC(=O)O.CCO>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([OH:6])[c:7]2[cH:8][cH:9][cH:10][cH:11][c:12]2[n:13][cH:14]1\"}",
"molecule": {
"id": "k4szhnfwn2fkt7cngi7y585o",
"inchikey": "ZWISCKSGNCMAQO-UHFFFAOYSA-N",
"smiles": "O=c1c([N+](=O)[O-])c[nH]c2ccccc12"
},
"children": [
{
"id": "cmisc048j00v43oddu3pf1ciy",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "bcsdom55ez96hdb4wx880j7s",
"parentId": "cmisc048j00v33oddfhn8tx8b",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "bcsdom55ez96hdb4wx880j7s",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"children": []
},
{
"id": "cmisc048k00v53oddmsoy7mzw",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "ns4p1osgaq4ua5f8ru23xt7r",
"parentId": "cmisc048j00v33oddfhn8tx8b",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "ns4p1osgaq4ua5f8ru23xt7r",
"inchikey": "PMZDQRJGMBOQBF-UHFFFAOYSA-N",
"smiles": "O=c1cc[nH]c2ccccc12"
},
"children": []
}
]
}
]
}
]
},
{
"id": "cmisc048j00v03oddept4bpip",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "qy5xpdijnc9x52w7am44htv5",
"parentId": "cmisc048i00ux3oddb4tc2w2r",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "qy5xpdijnc9x52w7am44htv5",
"inchikey": "XGISHOFUAFNYQF-UHFFFAOYSA-N",
"smiles": "CCCCC(=O)Cl"
},
"children": []
}
]
},
{
"id": "cmisc048j00uy3oddfxq4uose",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "zjl0gr3hld2oe06tv2vsuso6",
"parentId": "cmisc048i00uv3odd954m3ktj",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "zjl0gr3hld2oe06tv2vsuso6",
"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
"children": []
}
]
},
{
"id": "cmisc048i00uw3oddcwy7bsoe",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "f8e2zb4tye7yqtxjpdjfu06c",
"parentId": "cmisc048i00uu3oddzleaszes",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "f8e2zb4tye7yqtxjpdjfu06c",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"children": []
}
]
}
]
},
{
"id": "cmisc048i00ut3odddoe0744z",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "k4w488ca9lrji5f3uy06e0ld",
"parentId": "cmisc048h00uq3oddzq7ozdkr",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "k4w488ca9lrji5f3uy06e0ld",
"inchikey": "YPJYQGMVBYQTTA-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1ccc(C=O)cc1"
},
"children": []
}
]
},
{
"id": "cmisc048h00ur3oddsbxzam70",
"routeId": "cmisc048g00uo3oddqkbjfv71",
"moleculeId": "qovkj5g8wma39tyxo6skc00i",
"parentId": "cmisc048h00up3oddb2uz9e2q",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "qovkj5g8wma39tyxo6skc00i",
"inchikey": "NYEHUAQIJXERLP-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)CC(=O)O"
},
"children": []
}
]
}
}