Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cccc(NC2(CO)CCN(Cc3ccccc3)CC2)c1
InChiKey
HYPCQYZVKGUVNK-UHFFFAOYSA-N
Route Signature
4a6feb469cc6bbdb4e1d956853a2c2cd8a919f2283c80e23a5a08b8cf7025b0e
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c39401e1f61b6dd957b69281",
"signature": "4a6feb469cc6bbdb4e1d956853a2c2cd8a919f2283c80e23a5a08b8cf7025b0e",
"contentHash": "4bf8960b00eeaf966953fbd23597abee84e7ecefe06862420785c2a1e9683526",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_74d4923a2e92b1ed67e1a592",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00190",
"moleculeId": "sa_9e769bc1f47799b8c0908cdc",
"smiles": "Cc1cccc(NC2(CO)CCN(Cc3ccccc3)CC2)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9e769bc1f47799b8c0908cdc",
"inchikey": "HYPCQYZVKGUVNK-UHFFFAOYSA-N",
"smiles": "Cc1cccc(NC2(CO)CCN(Cc3ccccc3)CC2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3654",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_9e769bc1f47799b8c0908cdc",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9e769bc1f47799b8c0908cdc",
"inchikey": "HYPCQYZVKGUVNK-UHFFFAOYSA-N",
"smiles": "Cc1cccc(NC2(CO)CCN(Cc3ccccc3)CC2)c1"
},
"smiles": "Cc1cccc(NC2(CO)CCN(Cc3ccccc3)CC2)c1",
"reactionStepId": "sa_733bb1c5917469860b2e2d71",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06172076B2;;497709\",\"rsmi\":\"CCO[C:9]([C:8]1([NH:7][c:6]2[cH:5][cH:4][cH:3][c:2]([CH3:1])[cH:23]2)[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1)=[O:10]>CCOCC.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([CH2:9][OH:10])[CH2:11][CH2:12][N:13]([CH2:14][c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[CH2:21][CH2:22]2)[cH:23]1\"},\"mapped_reaction_smiles\":\"CCO[C:9]([C:8]1([NH:7][c:6]2[cH:5][cH:4][cH:3][c:2]([CH3:1])[cH:23]2)[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1)=[O:10]>CCOCC.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([CH2:9][OH:10])[CH2:11][CH2:12][N:13]([CH2:14][c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[CH2:21][CH2:22]2)[cH:23]1\"}",
"reactionStep": {
"id": "sa_733bb1c5917469860b2e2d71",
"reactionHash": "cbd345e294b25043a3f50cffd64fbac85b8acfd6c8e48c792af857ab4fc61b1e"
},
"children": [
{
"id": "3655",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_0ac10b9a6fbe947fb33ea607",
"parentId": "3654",
"isLeaf": false,
"molecule": {
"id": "sa_0ac10b9a6fbe947fb33ea607",
"inchikey": "HDIAWHQCOKQWDD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(Nc2cccc(C)c2)CCN(Cc2ccccc2)CC1"
},
"smiles": "CCOC(=O)C1(Nc2cccc(C)c2)CCN(Cc2ccccc2)CC1",
"reactionStepId": "sa_c4a389a1594c3773dae4e513",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06172076B2;;497708\",\"rsmi\":\"O[C:4](=[O:5])[C:6]1([NH:7][c:8]2[cH:9][c:10]([CH3:11])[cH:12][cH:13][cH:14]2)[CH2:15][CH2:16][N:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26]1.[CH3:1][CH2:2][OH:3]>O=S(=O)(O)O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([NH:7][c:8]2[cH:9][c:10]([CH3:11])[cH:12][cH:13][cH:14]2)[CH2:15][CH2:16][N:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"O[C:4](=[O:5])[C:6]1([NH:7][c:8]2[cH:9][c:10]([CH3:11])[cH:12][cH:13][cH:14]2)[CH2:15][CH2:16][N:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26]1.[CH3:1][CH2:2][OH:3]>O=S(=O)(O)O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([NH:7][c:8]2[cH:9][c:10]([CH3:11])[cH:12][cH:13][cH:14]2)[CH2:15][CH2:16][N:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_c4a389a1594c3773dae4e513",
"reactionHash": "d0354c3bd2daaa64e92ef04b1ba51135a52abd097157e509665a7320c9481a6b"
},
"children": [
{
"id": "3656",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "3655",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3657",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_28b892fde1ef2ee513395199",
"parentId": "3655",
"isLeaf": false,
"molecule": {
"id": "sa_28b892fde1ef2ee513395199",
"inchikey": "UFCWLHQDNRPDPN-UHFFFAOYSA-N",
"smiles": "Cc1cccc(NC2(C(=O)O)CCN(Cc3ccccc3)CC2)c1"
},
"smiles": "Cc1cccc(NC2(C(=O)O)CCN(Cc3ccccc3)CC2)c1",
"reactionStepId": "sa_1a510c6b6c6fc4f4e50cb3ad",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06172076B2;;497707\",\"rsmi\":\"CC(=O)[OH:11].N[C:9]([C:8]1([NH:7][c:6]2[cH:5][cH:4][cH:3][c:2]([CH3:1])[cH:24]2)[CH2:12][CH2:13][N:14]([CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][CH2:23]1)=[O:10]>O.OCCO.[K+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([C:9](=[O:10])[OH:11])[CH2:12][CH2:13][N:14]([CH2:15][c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[CH2:22][CH2:23]2)[cH:24]1\"},\"mapped_reaction_smiles\":\"CC(=O)[OH:11].N[C:9]([C:8]1([NH:7][c:6]2[cH:5][cH:4][cH:3][c:2]([CH3:1])[cH:24]2)[CH2:12][CH2:13][N:14]([CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][CH2:23]1)=[O:10]>O.OCCO.[K+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([C:9](=[O:10])[OH:11])[CH2:12][CH2:13][N:14]([CH2:15][c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[CH2:22][CH2:23]2)[cH:24]1\"}",
"reactionStep": {
"id": "sa_1a510c6b6c6fc4f4e50cb3ad",
"reactionHash": "b059ee0455c494412eac0719f21a18e7bd544a15f1672f5dedcf201953bb1b8d"
},
"children": [
{
"id": "3658",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_f1a25cbb2070f020dbe1fb4a",
"parentId": "3657",
"isLeaf": true,
"molecule": {
"id": "sa_f1a25cbb2070f020dbe1fb4a",
"inchikey": "QTBSBXVTEAMEQO-UHFFFAOYSA-N",
"smiles": "CC(=O)O"
},
"smiles": "CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3659",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_40d790183efec1eb94bfd58c",
"parentId": "3657",
"isLeaf": false,
"molecule": {
"id": "sa_40d790183efec1eb94bfd58c",
"inchikey": "UCIWNGSTPNJNSO-UHFFFAOYSA-N",
"smiles": "Cc1cccc(NC2(C(N)=O)CCN(Cc3ccccc3)CC2)c1"
},
"smiles": "Cc1cccc(NC2(C(N)=O)CCN(Cc3ccccc3)CC2)c1",
"reactionStepId": "sa_c93d127d14de202d02403f6e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06172076B2;;497702\",\"rsmi\":\"O=S(=O)(O)[OH:11].[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([C:9]#[N:10])[CH2:12][CH2:13][N:14]([CH2:15][c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[CH2:22][CH2:23]2)[cH:24]1>N.O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([C:9]([NH2:10])=[O:11])[CH2:12][CH2:13][N:14]([CH2:15][c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[CH2:22][CH2:23]2)[cH:24]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(O)[OH:11].[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([C:9]#[N:10])[CH2:12][CH2:13][N:14]([CH2:15][c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[CH2:22][CH2:23]2)[cH:24]1>N.O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([C:9]([NH2:10])=[O:11])[CH2:12][CH2:13][N:14]([CH2:15][c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[CH2:22][CH2:23]2)[cH:24]1\"}",
"reactionStep": {
"id": "sa_c93d127d14de202d02403f6e",
"reactionHash": "676273e019728c010736d073d305daeb83501d5b07055420aed10848d75edc2f"
},
"children": [
{
"id": "3660",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_a538ca410f1833f7a9788be8",
"parentId": "3659",
"isLeaf": true,
"molecule": {
"id": "sa_a538ca410f1833f7a9788be8",
"inchikey": "QAOWNCQODCNURD-UHFFFAOYSA-N",
"smiles": "O=S(=O)(O)O"
},
"smiles": "O=S(=O)(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3661",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_7fb039bcc8b7b2da18892c8c",
"parentId": "3659",
"isLeaf": false,
"molecule": {
"id": "sa_7fb039bcc8b7b2da18892c8c",
"inchikey": "VRQNYTJDMMMAQU-UHFFFAOYSA-N",
"smiles": "Cc1cccc(NC2(C#N)CCN(Cc3ccccc3)CC2)c1"
},
"smiles": "Cc1cccc(NC2(C#N)CCN(Cc3ccccc3)CC2)c1",
"reactionStepId": "sa_71d476d9eff8258da1b92527",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06172076B2;;497701\",\"rsmi\":\"C[Si](C)(C)[C:9]#[N:10].O=[C:8]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1.[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH2:7])[cH:23]1>CC(=O)O.N.O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([C:9]#[N:10])[CH2:11][CH2:12][N:13]([CH2:14][c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[CH2:21][CH2:22]2)[cH:23]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)[C:9]#[N:10].O=[C:8]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1.[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH2:7])[cH:23]1>CC(=O)O.N.O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH:7][C:8]2([C:9]#[N:10])[CH2:11][CH2:12][N:13]([CH2:14][c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[CH2:21][CH2:22]2)[cH:23]1\"}",
"reactionStep": {
"id": "sa_71d476d9eff8258da1b92527",
"reactionHash": "11667b2a775166b31824cc32a5d20b7ac6985d5d2224b86d99d5901d0389446b"
},
"children": [
{
"id": "3662",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_9a4e57eda9299c7466dfaef8",
"parentId": "3661",
"isLeaf": true,
"molecule": {
"id": "sa_9a4e57eda9299c7466dfaef8",
"inchikey": "JJYPMNFTHPTTDI-UHFFFAOYSA-N",
"smiles": "Cc1cccc(N)c1"
},
"smiles": "Cc1cccc(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3663",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_b1a21920b7095b15434bdd01",
"parentId": "3661",
"isLeaf": true,
"molecule": {
"id": "sa_b1a21920b7095b15434bdd01",
"inchikey": "LEIMLDGFXIOXMT-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)C#N"
},
"smiles": "C[Si](C)(C)C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3664",
"routeId": "sa_c39401e1f61b6dd957b69281",
"moleculeId": "sa_f5348e9447de49a3e174c4e4",
"parentId": "3661",
"isLeaf": true,
"molecule": {
"id": "sa_f5348e9447de49a3e174c4e4",
"inchikey": "SJZKULRDWHPHGG-UHFFFAOYSA-N",
"smiles": "O=C1CCN(Cc2ccccc2)CC1"
},
"smiles": "O=C1CCN(Cc2ccccc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}