Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N1CCC(CNc2cc(Nc3cnc(C#CCO[Si](C)(C)C(C)(C)C)cn3)ncn2)CC1
InChiKey
XKZKGVLFPCIYDZ-UHFFFAOYSA-N
Route Signature
95e56a94679ea161b9a1dc022bd0b66f9afa04bd5d1968ad698117ecd3ab76b4
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_3d271769ef3533ded026b2db",
"signature": "95e56a94679ea161b9a1dc022bd0b66f9afa04bd5d1968ad698117ecd3ab76b4",
"contentHash": "beb1c218fddcbe1236fbb3c41d7eb38a0dc9d22b3652111a557cc8236a93ed5d",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_e3d93fe99c2eda6decc0aef2",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07614",
"moleculeId": "sa_7eafe68825bd62331849edb2",
"smiles": "CC(C)(C)OC(=O)N1CCC(CNc2cc(Nc3cnc(C#CCO[Si](C)(C)C(C)(C)C)cn3)ncn2)CC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_7eafe68825bd62331849edb2",
"inchikey": "XKZKGVLFPCIYDZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(CNc2cc(Nc3cnc(C#CCO[Si](C)(C)C(C)(C)C)cn3)ncn2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3037",
"routeId": "sa_3d271769ef3533ded026b2db",
"moleculeId": "sa_7eafe68825bd62331849edb2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7eafe68825bd62331849edb2",
"inchikey": "XKZKGVLFPCIYDZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(CNc2cc(Nc3cnc(C#CCO[Si](C)(C)C(C)(C)C)cn3)ncn2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(CNc2cc(Nc3cnc(C#CCO[Si](C)(C)C(C)(C)C)cn3)ncn2)CC1",
"reactionStepId": "sa_78aa70e5c000f62ccc929628",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100311730A1;1511;985176\",\"rsmi\":\"Cl[c:18]1[n:17][cH:16][n:15][c:14]([NH:13][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])[CH2:39][CH2:38]2)[cH:37]1.[NH2:19][c:20]1[n:21][cH:22][c:23]([C:24]#[C:25][CH2:26][O:27][Si:28]([CH3:29])([CH3:30])[C:31]([CH3:32])([CH3:33])[CH3:34])[n:35][cH:36]1>CC(=O)O.CC(=O)O.CC(C)(C)O.CN(C)C=O.Cc1ccccc1.[Na+].[Pd+2].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[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][NH:13][c:14]2[n:15][cH:16][n:17][c:18]([NH:19][c:20]3[n:21][cH:22][c:23]([C:24]#[C:25][CH2:26][O:27][Si:28]([CH3:29])([CH3:30])[C:31]([CH3:32])([CH3:33])[CH3:34])[n:35][cH:36]3)[cH:37]2)[CH2:38][CH2:39]1\"},\"mapped_reaction_smiles\":\"Cl[c:18]1[n:17][cH:16][n:15][c:14]([NH:13][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])[CH2:39][CH2:38]2)[cH:37]1.[NH2:19][c:20]1[n:21][cH:22][c:23]([C:24]#[C:25][CH2:26][O:27][Si:28]([CH3:29])([CH3:30])[C:31]([CH3:32])([CH3:33])[CH3:34])[n:35][cH:36]1>CC(=O)O.CC(=O)O.CC(C)(C)O.CN(C)C=O.Cc1ccccc1.[Na+].[Pd+2].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[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][NH:13][c:14]2[n:15][cH:16][n:17][c:18]([NH:19][c:20]3[n:21][cH:22][c:23]([C:24]#[C:25][CH2:26][O:27][Si:28]([CH3:29])([CH3:30])[C:31]([CH3:32])([CH3:33])[CH3:34])[n:35][cH:36]3)[cH:37]2)[CH2:38][CH2:39]1\"}",
"reactionStep": {
"id": "sa_78aa70e5c000f62ccc929628",
"reactionHash": "656052bf7893d5558b06c2d8ca86b8f48819a4f97fb5b91804628a0bc9e1c667"
},
"children": [
{
"id": "3038",
"routeId": "sa_3d271769ef3533ded026b2db",
"moleculeId": "sa_71f810639d4af8202de5cfed",
"parentId": "3037",
"isLeaf": false,
"molecule": {
"id": "sa_71f810639d4af8202de5cfed",
"inchikey": "BDVDLPSBFAWPNF-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(CN=c2cc(Cl)nc[nH]2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(CNc2cc(Cl)ncn2)CC1",
"reactionStepId": "sa_3313b501b46120da635dbc10",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100311730A1;1508;985175\",\"rsmi\":\"Cl[c:14]1[n:15][cH:16][n:17][c:18]([Cl:19])[cH:20]1.[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][NH2:13])[CH2:21][CH2:22]1>CC#N.O=C(O)O.[K+].[K+]>[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][NH:13][c:14]2[n:15][cH:16][n:17][c:18]([Cl:19])[cH:20]2)[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:14]1[n:15][cH:16][n:17][c:18]([Cl:19])[cH:20]1.[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][NH2:13])[CH2:21][CH2:22]1>CC#N.O=C(O)O.[K+].[K+]>[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][NH:13][c:14]2[n:15][cH:16][n:17][c:18]([Cl:19])[cH:20]2)[CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_3313b501b46120da635dbc10",
"reactionHash": "5b68be1c401ed1290c1ae4f5b378bce1bbe2691e60a0843432484308aa3e7be3"
},
"children": [
{
"id": "3039",
"routeId": "sa_3d271769ef3533ded026b2db",
"moleculeId": "sa_47861c33536e20cf58dfda68",
"parentId": "3038",
"isLeaf": true,
"molecule": {
"id": "sa_47861c33536e20cf58dfda68",
"inchikey": "KLKBCNDBOVRQIJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(CN)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(CN)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3040",
"routeId": "sa_3d271769ef3533ded026b2db",
"moleculeId": "sa_db8aea1103296dc9b89dfb68",
"parentId": "3038",
"isLeaf": true,
"molecule": {
"id": "sa_db8aea1103296dc9b89dfb68",
"inchikey": "XJPZKYIHCLDXST-UHFFFAOYSA-N",
"smiles": "Clc1cc(Cl)ncn1"
},
"smiles": "Clc1cc(Cl)ncn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "3041",
"routeId": "sa_3d271769ef3533ded026b2db",
"moleculeId": "sa_b704e4ab144c51c16de61c1a",
"parentId": "3037",
"isLeaf": false,
"molecule": {
"id": "sa_b704e4ab144c51c16de61c1a",
"inchikey": "KIFJEOIGTFTPJB-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCC#Cc1cnc(N)cn1"
},
"smiles": "CC(C)(C)[Si](C)(C)OCC#Cc1cnc(N)cn1",
"reactionStepId": "sa_97666c6a12ae5757777514b2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100311730A1;1505;985174\",\"rsmi\":\"Br[c:12]1[cH:13][n:14][c:15]([NH2:16])[cH:17][n:18]1.[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][C:10]#[CH:11]>[Cu]I.[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][C:10]#[C:11][c:12]1[cH:13][n:14][c:15]([NH2:16])[cH:17][n:18]1\"},\"mapped_reaction_smiles\":\"Br[c:12]1[cH:13][n:14][c:15]([NH2:16])[cH:17][n:18]1.[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][C:10]#[CH:11]>[Cu]I.[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][C:10]#[C:11][c:12]1[cH:13][n:14][c:15]([NH2:16])[cH:17][n:18]1\"}",
"reactionStep": {
"id": "sa_97666c6a12ae5757777514b2",
"reactionHash": "0b49f2b431e2e4a85b88414840e87900c3c23a38f8d78447e92bf1cee7b9eab6"
},
"children": [
{
"id": "3042",
"routeId": "sa_3d271769ef3533ded026b2db",
"moleculeId": "sa_289db53ed24cf1338eb140e5",
"parentId": "3041",
"isLeaf": true,
"molecule": {
"id": "sa_289db53ed24cf1338eb140e5",
"inchikey": "KRRTXVSBTPCDOS-UHFFFAOYSA-N",
"smiles": "Nc1cnc(Br)cn1"
},
"smiles": "Nc1cnc(Br)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3043",
"routeId": "sa_3d271769ef3533ded026b2db",
"moleculeId": "sa_5dda5f7a80ca379ba9bb1037",
"parentId": "3041",
"isLeaf": true,
"molecule": {
"id": "sa_5dda5f7a80ca379ba9bb1037",
"inchikey": "ZYDKYFIXEYSNPO-UHFFFAOYSA-N",
"smiles": "C#CCO[Si](C)(C)C(C)(C)C"
},
"smiles": "C#CCO[Si](C)(C)C(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}