Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCCCCN(CCCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1)C(=O)OC1CCCCC1
InChiKey
ABDQCUQJFGMSBW-UHFFFAOYSA-N
Route Signature
f00d33d4ad80759353e126e464090f1d54feee273336241d41a40b1bab215c03
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_4ec0b39459b35e237f37f647",
"signature": "f00d33d4ad80759353e126e464090f1d54feee273336241d41a40b1bab215c03",
"contentHash": "9caa88b8217f715de0a445695859f859e85b3e064e1cc5c3d9fec37b6100742f",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_aae93371a24b67175680aeae",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02003",
"moleculeId": "sa_0973a23c4019d5b5831fd238",
"smiles": "CCCCCCCN(CCCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1)C(=O)OC1CCCCC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0973a23c4019d5b5831fd238",
"inchikey": "ABDQCUQJFGMSBW-UHFFFAOYSA-N",
"smiles": "CCCCCCCN(CCCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1)C(=O)OC1CCCCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6127",
"routeId": "sa_4ec0b39459b35e237f37f647",
"moleculeId": "sa_0973a23c4019d5b5831fd238",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0973a23c4019d5b5831fd238",
"inchikey": "ABDQCUQJFGMSBW-UHFFFAOYSA-N",
"smiles": "CCCCCCCN(CCCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1)C(=O)OC1CCCCC1"
},
"smiles": "CCCCCCCN(CCCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1)C(=O)OC1CCCCC1",
"reactionStepId": "sa_93b3ea5049301a213d340217",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05166214;;262034\",\"rsmi\":\"Cl[C:32](=[O:33])[O:34][CH:35]1[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][S:14][c:15]1[n:16][c:17](-[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[nH:31]1>Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][S:14][c:15]1[n:16][c:17](-[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[nH:31]1)[C:32](=[O:33])[O:34][CH:35]1[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]1\"},\"mapped_reaction_smiles\":\"Cl[C:32](=[O:33])[O:34][CH:35]1[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][S:14][c:15]1[n:16][c:17](-[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[nH:31]1>Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][S:14][c:15]1[n:16][c:17](-[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[nH:31]1)[C:32](=[O:33])[O:34][CH:35]1[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]1\"}",
"reactionStep": {
"id": "sa_93b3ea5049301a213d340217",
"reactionHash": "b5ecba47c1bdfc176a53b412956d8dd4ccb10b8f58daca086b2f42f153742aa6"
},
"children": [
{
"id": "6128",
"routeId": "sa_4ec0b39459b35e237f37f647",
"moleculeId": "sa_7a2beed6feb70baff957d931",
"parentId": "6127",
"isLeaf": false,
"molecule": {
"id": "sa_7a2beed6feb70baff957d931",
"inchikey": "DYYRJOXSHFGFLC-UHFFFAOYSA-N",
"smiles": "CCCCCCCNCCCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1"
},
"smiles": "CCCCCCCNCCCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1",
"reactionStepId": "sa_1c8e51cd278b4f8c3fdedb2e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05166214;;262008\",\"rsmi\":\"O=[C:9]([NH:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[CH2:10][CH2:11][CH2:12][CH2:13][S:14][c:15]1[n:16][c:17](-[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[nH:31]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][S:14][c:15]1[n:16][c:17](-[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[nH:31]1\"},\"mapped_reaction_smiles\":\"O=[C:9]([NH:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[CH2:10][CH2:11][CH2:12][CH2:13][S:14][c:15]1[n:16][c:17](-[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[nH:31]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][S:14][c:15]1[n:16][c:17](-[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[nH:31]1\"}",
"reactionStep": {
"id": "sa_1c8e51cd278b4f8c3fdedb2e",
"reactionHash": "49afc3e7ae3a8fa9f22bcb906bb2a438b8b20b8ee19313008c9547b275ad3b93"
},
"children": [
{
"id": "6129",
"routeId": "sa_4ec0b39459b35e237f37f647",
"moleculeId": "sa_a14a0336c0173fcb58ac1ebd",
"parentId": "6128",
"isLeaf": false,
"molecule": {
"id": "sa_a14a0336c0173fcb58ac1ebd",
"inchikey": "MGGNTFJKZBVEHH-UHFFFAOYSA-N",
"smiles": "CCCCCCCNC(=O)CCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1"
},
"smiles": "CCCCCCCNC(=O)CCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1",
"reactionStepId": "sa_784d8bd23ced065c246bcc84",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05166214;;262006\",\"rsmi\":\"O[C:9](=[O:10])[CH2:11][CH2:12][CH2:13][CH2:14][S:15][c:16]1[n:17][c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25](-[c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[nH:32]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH2:8]>C(=NC1CCCCC1)=NC1CCCCC1.CN(C)C=O.O.On1nnc2ccccc21>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:10])[CH2:11][CH2:12][CH2:13][CH2:14][S:15][c:16]1[n:17][c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25](-[c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[nH:32]1\"},\"mapped_reaction_smiles\":\"O[C:9](=[O:10])[CH2:11][CH2:12][CH2:13][CH2:14][S:15][c:16]1[n:17][c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25](-[c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[nH:32]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH2:8]>C(=NC1CCCCC1)=NC1CCCCC1.CN(C)C=O.O.On1nnc2ccccc21>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:10])[CH2:11][CH2:12][CH2:13][CH2:14][S:15][c:16]1[n:17][c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25](-[c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[nH:32]1\"}",
"reactionStep": {
"id": "sa_784d8bd23ced065c246bcc84",
"reactionHash": "c6042828d365debc77c85079f6d64986c49066d89527c7d31791638e2669f079"
},
"children": [
{
"id": "6130",
"routeId": "sa_4ec0b39459b35e237f37f647",
"moleculeId": "sa_d98a49751829fba74228b5bc",
"parentId": "6129",
"isLeaf": false,
"molecule": {
"id": "sa_d98a49751829fba74228b5bc",
"inchikey": "BMGKCVLGODMNGI-UHFFFAOYSA-N",
"smiles": "O=C(O)CCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1"
},
"smiles": "O=C(O)CCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1",
"reactionStepId": "sa_789b4c6e113e461e5cdb14cb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05166214;;262005\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[CH2:4][CH2:5][CH2:6][CH2:7][S:8][c:9]1[n:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[nH:25]1>CCO.O.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][CH2:6][CH2:7][S:8][c:9]1[n:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[nH:25]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[CH2:4][CH2:5][CH2:6][CH2:7][S:8][c:9]1[n:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[nH:25]1>CCO.O.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][CH2:6][CH2:7][S:8][c:9]1[n:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[nH:25]1\"}",
"reactionStep": {
"id": "sa_789b4c6e113e461e5cdb14cb",
"reactionHash": "b68ac8d5f4ff76c4e36068d8a4e4df5ef0466eec7b3db40eb6f044632c60e8dd"
},
"children": [
{
"id": "6131",
"routeId": "sa_4ec0b39459b35e237f37f647",
"moleculeId": "sa_a44476b64973fb3c686bbdd9",
"parentId": "6130",
"isLeaf": false,
"molecule": {
"id": "sa_a44476b64973fb3c686bbdd9",
"inchikey": "PPQBDGSLLIPTGD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1"
},
"smiles": "CCOC(=O)CCCCSc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1",
"reactionStepId": "sa_8060212eeea94a5e634d7599",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05166214;;262004\",\"rsmi\":\"Br[CH2:9][CH2:8][CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[SH:10][c:11]1[n:12][c:13](-[c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[c:20](-[c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[nH:27]1>CN(C)C=O.O=C(O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][CH2:8][CH2:9][S:10][c:11]1[n:12][c:13](-[c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[c:20](-[c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[nH:27]1\"},\"mapped_reaction_smiles\":\"Br[CH2:9][CH2:8][CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[SH:10][c:11]1[n:12][c:13](-[c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[c:20](-[c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[nH:27]1>CN(C)C=O.O=C(O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][CH2:8][CH2:9][S:10][c:11]1[n:12][c:13](-[c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[c:20](-[c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[nH:27]1\"}",
"reactionStep": {
"id": "sa_8060212eeea94a5e634d7599",
"reactionHash": "879930fad2fe0102ff11ad50b2a1f65cdf2641d651298f159669d203a12baae0"
},
"children": [
{
"id": "6132",
"routeId": "sa_4ec0b39459b35e237f37f647",
"moleculeId": "sa_714c82416b367cde88d7a213",
"parentId": "6131",
"isLeaf": true,
"molecule": {
"id": "sa_714c82416b367cde88d7a213",
"inchikey": "AFRWBGJRWRHQOV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCCCBr"
},
"smiles": "CCOC(=O)CCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6133",
"routeId": "sa_4ec0b39459b35e237f37f647",
"moleculeId": "sa_42c966e51d0a94bc6c07bb67",
"parentId": "6131",
"isLeaf": true,
"molecule": {
"id": "sa_42c966e51d0a94bc6c07bb67",
"inchikey": "GMTAWLUJHGIUPU-UHFFFAOYSA-N",
"smiles": "S=c1[nH]c(-c2ccccc2)c(-c2ccccc2)[nH]1"
},
"smiles": "Sc1nc(-c2ccccc2)c(-c2ccccc2)[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
},
{
"id": "6134",
"routeId": "sa_4ec0b39459b35e237f37f647",
"moleculeId": "sa_d798fdec6c5f84bf4379f24f",
"parentId": "6129",
"isLeaf": true,
"molecule": {
"id": "sa_d798fdec6c5f84bf4379f24f",
"inchikey": "WJYIASZWHGOTOU-UHFFFAOYSA-N",
"smiles": "CCCCCCCN"
},
"smiles": "CCCCCCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6135",
"routeId": "sa_4ec0b39459b35e237f37f647",
"moleculeId": "sa_33fd99db9b0fa86f2c9a2af3",
"parentId": "6127",
"isLeaf": true,
"molecule": {
"id": "sa_33fd99db9b0fa86f2c9a2af3",
"inchikey": "IWVJLGPDBXCTDA-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OC1CCCCC1"
},
"smiles": "O=C(Cl)OC1CCCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}