Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)c1cnc(-c2cc(OCC3CC3)c(C3CC3)cn2)o1
InChiKey
RLIQVMMSZNAHLH-UHFFFAOYSA-N
Route Signature
b47a6a449e18d882ff68d9cb1cf23f74bdca3e7815df431797213644e57a2a35
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_31e7fb5b7f9d6d8a5a0e1236",
"signature": "b47a6a449e18d882ff68d9cb1cf23f74bdca3e7815df431797213644e57a2a35",
"contentHash": "214c5dd44e15e846ce2d786063f6f0ffa262a18c6b0e24fba9a80feef1d2e037",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_06f1e646cff2ae257ba96fc2",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00525",
"moleculeId": "sa_f638d19fc98d5d3ee078c03a",
"smiles": "CC(C)(C)c1cnc(-c2cc(OCC3CC3)c(C3CC3)cn2)o1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f638d19fc98d5d3ee078c03a",
"inchikey": "RLIQVMMSZNAHLH-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cnc(-c2cc(OCC3CC3)c(C3CC3)cn2)o1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13430",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_f638d19fc98d5d3ee078c03a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f638d19fc98d5d3ee078c03a",
"inchikey": "RLIQVMMSZNAHLH-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cnc(-c2cc(OCC3CC3)c(C3CC3)cn2)o1"
},
"smiles": "CC(C)(C)c1cnc(-c2cc(OCC3CC3)c(C3CC3)cn2)o1",
"reactionStepId": "sa_73e0f3c6e9738314f26f381e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016968A1;0520;1823654\",\"rsmi\":\"O=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[CH2:6][NH:7][C:8]([c:9]1[n:10][cH:11][c:12]([CH:13]2[CH2:14][CH2:15]2)[c:16]([O:17][CH2:18][CH:19]2[CH2:20][CH2:21]2)[cH:22]1)=[O:23]>CC#N.CCCCCCC.CCN(CC)CC.CCOC(C)=O.ClC(Cl)(Cl)C(Cl)(Cl)Cl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][n:7][c:8](-[c:9]2[n:10][cH:11][c:12]([CH:13]3[CH2:14][CH2:15]3)[c:16]([O:17][CH2:18][CH:19]3[CH2:20][CH2:21]3)[cH:22]2)[o:23]1\"},\"mapped_reaction_smiles\":\"O=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[CH2:6][NH:7][C:8]([c:9]1[n:10][cH:11][c:12]([CH:13]2[CH2:14][CH2:15]2)[c:16]([O:17][CH2:18][CH:19]2[CH2:20][CH2:21]2)[cH:22]1)=[O:23]>CC#N.CCCCCCC.CCN(CC)CC.CCOC(C)=O.ClC(Cl)(Cl)C(Cl)(Cl)Cl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][n:7][c:8](-[c:9]2[n:10][cH:11][c:12]([CH:13]3[CH2:14][CH2:15]3)[c:16]([O:17][CH2:18][CH:19]3[CH2:20][CH2:21]3)[cH:22]2)[o:23]1\"}",
"reactionStep": {
"id": "sa_73e0f3c6e9738314f26f381e",
"reactionHash": "57386c18dde434b826342eec5a18ad05df55d82fb231afd6fdefb3afbece1c13"
},
"children": [
{
"id": "13431",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_76723f52b2bbbf6d7e27f625",
"parentId": "13430",
"isLeaf": false,
"molecule": {
"id": "sa_76723f52b2bbbf6d7e27f625",
"inchikey": "OWYIJJHZKPAODA-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(=O)CNC(=O)c1cc(OCC2CC2)c(C2CC2)cn1"
},
"smiles": "CC(C)(C)C(=O)CNC(=O)c1cc(OCC2CC2)c(C2CC2)cn1",
"reactionStepId": "sa_299282125ffb5c877d8b3ecf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016968A1;0518;1823653\",\"rsmi\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[CH:5]([OH:6])[CH2:7][NH:8][C:9](=[O:10])[c:11]1[n:12][cH:13][c:14]([CH:15]2[CH2:16][CH2:17]2)[c:18]([O:19][CH2:20][CH:21]2[CH2:22][CH2:23]2)[cH:24]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.CCCCCCC.CCOC(C)=O.ClCCl.O=C(O)O.O=S(O)(O)=S.[Na+].[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[CH2:7][NH:8][C:9](=[O:10])[c:11]1[n:12][cH:13][c:14]([CH:15]2[CH2:16][CH2:17]2)[c:18]([O:19][CH2:20][CH:21]2[CH2:22][CH2:23]2)[cH:24]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[CH:5]([OH:6])[CH2:7][NH:8][C:9](=[O:10])[c:11]1[n:12][cH:13][c:14]([CH:15]2[CH2:16][CH2:17]2)[c:18]([O:19][CH2:20][CH:21]2[CH2:22][CH2:23]2)[cH:24]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.CCCCCCC.CCOC(C)=O.ClCCl.O=C(O)O.O=S(O)(O)=S.[Na+].[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[CH2:7][NH:8][C:9](=[O:10])[c:11]1[n:12][cH:13][c:14]([CH:15]2[CH2:16][CH2:17]2)[c:18]([O:19][CH2:20][CH:21]2[CH2:22][CH2:23]2)[cH:24]1\"}",
"reactionStep": {
"id": "sa_299282125ffb5c877d8b3ecf",
"reactionHash": "301622dd68f54042c2e9054d1b4a529c8d08799a927ea2241bfc80b5059401b3"
},
"children": [
{
"id": "13432",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_bc12cd7204de66ca2d7b9fa1",
"parentId": "13431",
"isLeaf": false,
"molecule": {
"id": "sa_bc12cd7204de66ca2d7b9fa1",
"inchikey": "SHBBDXPJASJCHJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(O)CNC(=O)c1cc(OCC2CC2)c(C2CC2)cn1"
},
"smiles": "CC(C)(C)C(O)CNC(=O)c1cc(OCC2CC2)c(C2CC2)cn1",
"reactionStepId": "sa_e059c67e0f6480799518a5e4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016968A1;0516;1823652\",\"rsmi\":\"O[C:9](=[O:10])[c:11]1[n:12][cH:13][c:14]([CH:15]2[CH2:16][CH2:17]2)[c:18]([O:19][CH2:20][CH:21]2[CH2:22][CH2:23]2)[cH:24]1.[CH3:1][C:2]([CH3:3])([CH3:4])[CH:5]([OH:6])[CH2:7][NH2:8]>CCCCCCC.CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C(On1nnc2cccnc21)=[N+](C)C.Cl.ClCCl.F[PH](F)(F)(F)(F)F>[CH3:1][C:2]([CH3:3])([CH3:4])[CH:5]([OH:6])[CH2:7][NH:8][C:9](=[O:10])[c:11]1[n:12][cH:13][c:14]([CH:15]2[CH2:16][CH2:17]2)[c:18]([O:19][CH2:20][CH:21]2[CH2:22][CH2:23]2)[cH:24]1\"},\"mapped_reaction_smiles\":\"O[C:9](=[O:10])[c:11]1[n:12][cH:13][c:14]([CH:15]2[CH2:16][CH2:17]2)[c:18]([O:19][CH2:20][CH:21]2[CH2:22][CH2:23]2)[cH:24]1.[CH3:1][C:2]([CH3:3])([CH3:4])[CH:5]([OH:6])[CH2:7][NH2:8]>CCCCCCC.CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C(On1nnc2cccnc21)=[N+](C)C.Cl.ClCCl.F[PH](F)(F)(F)(F)F>[CH3:1][C:2]([CH3:3])([CH3:4])[CH:5]([OH:6])[CH2:7][NH:8][C:9](=[O:10])[c:11]1[n:12][cH:13][c:14]([CH:15]2[CH2:16][CH2:17]2)[c:18]([O:19][CH2:20][CH:21]2[CH2:22][CH2:23]2)[cH:24]1\"}",
"reactionStep": {
"id": "sa_e059c67e0f6480799518a5e4",
"reactionHash": "54040d7e65e31b50f51d5b815644de290b10f478ef8aa75cbbc4bdef305f0c06"
},
"children": [
{
"id": "13433",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_815fa19220c18580b13b5a70",
"parentId": "13432",
"isLeaf": true,
"molecule": {
"id": "sa_815fa19220c18580b13b5a70",
"inchikey": "PROOIQLVYNCTIE-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(O)CN"
},
"smiles": "CC(C)(C)C(O)CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13434",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_9e1df8fc818c1e6ee17dbeee",
"parentId": "13432",
"isLeaf": false,
"molecule": {
"id": "sa_9e1df8fc818c1e6ee17dbeee",
"inchikey": "WCOAHUBZGBPHJH-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc(OCC2CC2)c(C2CC2)cn1"
},
"smiles": "O=C(O)c1cc(OCC2CC2)c(C2CC2)cn1",
"reactionStepId": "sa_2fe1ff567e26fd906de7661e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016968A1;0332;1823565\",\"rsmi\":\"N#[C:2][c:4]1[n:5][cH:6][c:7]([CH:8]2[CH2:9][CH2:10]2)[c:11]([O:12][CH2:13][CH:14]2[CH2:15][CH2:16]2)[cH:17]1.[OH2:1].[OH2:3]>Cl.[K+]>[O:1]=[C:2]([OH:3])[c:4]1[n:5][cH:6][c:7]([CH:8]2[CH2:9][CH2:10]2)[c:11]([O:12][CH2:13][CH:14]2[CH2:15][CH2:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"N#[C:2][c:4]1[n:5][cH:6][c:7]([CH:8]2[CH2:9][CH2:10]2)[c:11]([O:12][CH2:13][CH:14]2[CH2:15][CH2:16]2)[cH:17]1.[OH2:1].[OH2:3]>Cl.[K+]>[O:1]=[C:2]([OH:3])[c:4]1[n:5][cH:6][c:7]([CH:8]2[CH2:9][CH2:10]2)[c:11]([O:12][CH2:13][CH:14]2[CH2:15][CH2:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_2fe1ff567e26fd906de7661e",
"reactionHash": "53bb690234a3375d7f578aeadd7c0498bb0039793da2c273ba56208448987c61"
},
"children": [
{
"id": "13435",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_6e9b05791b22383a9a844565",
"parentId": "13434",
"isLeaf": false,
"molecule": {
"id": "sa_6e9b05791b22383a9a844565",
"inchikey": "MYPBHRWZKGSHHW-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(OCC2CC2)c(C2CC2)cn1"
},
"smiles": "N#Cc1cc(OCC2CC2)c(C2CC2)cn1",
"reactionStepId": "sa_b844ea9b1279e19209e35af1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016968A1;0330;1823564\",\"rsmi\":\"Br[c:3]1[n:4][cH:5][c:6]([CH:7]2[CH2:8][CH2:9]2)[c:10]([O:11][CH2:12][CH:13]2[CH2:14][CH2:15]2)[cH:16]1.[Cu][C:2]#[N:1]>C1COCCO1.CC[N+](CC)(CC)CC.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.C#N.[Fe+2].[Pd].[Pd]>[N:1]#[C:2][c:3]1[n:4][cH:5][c:6]([CH:7]2[CH2:8][CH2:9]2)[c:10]([O:11][CH2:12][CH:13]2[CH2:14][CH2:15]2)[cH:16]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[n:4][cH:5][c:6]([CH:7]2[CH2:8][CH2:9]2)[c:10]([O:11][CH2:12][CH:13]2[CH2:14][CH2:15]2)[cH:16]1.[Cu][C:2]#[N:1]>C1COCCO1.CC[N+](CC)(CC)CC.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.C#N.[Fe+2].[Pd].[Pd]>[N:1]#[C:2][c:3]1[n:4][cH:5][c:6]([CH:7]2[CH2:8][CH2:9]2)[c:10]([O:11][CH2:12][CH:13]2[CH2:14][CH2:15]2)[cH:16]1\"}",
"reactionStep": {
"id": "sa_b844ea9b1279e19209e35af1",
"reactionHash": "892df5c6c79cd3ab4ae3a5c5c1a91d52ed6ddfb135dc8dd4d56ace87c7422032"
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"children": [
{
"id": "13436",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_e11ca71068ddcf6649aafd11",
"parentId": "13435",
"isLeaf": true,
"molecule": {
"id": "sa_e11ca71068ddcf6649aafd11",
"inchikey": "DULSAGLWMRMKCQ-UHFFFAOYSA-N",
"smiles": "N#[C][Cu]"
},
"smiles": "N#[C][Cu]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13437",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_4d0cf85e1f3700d22e675637",
"parentId": "13435",
"isLeaf": true,
"molecule": {
"id": "sa_4d0cf85e1f3700d22e675637",
"inchikey": "RSXQXSKKEQPSDD-UHFFFAOYSA-N",
"smiles": "Brc1cc(OCC2CC2)c(C2CC2)cn1"
},
"smiles": "Brc1cc(OCC2CC2)c(C2CC2)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "13438",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "13434",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13439",
"routeId": "sa_31e7fb5b7f9d6d8a5a0e1236",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "13434",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}