Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(CCl)N(CCC(O)(c1ccccc1)c1ccccc1)Cc1ccccc1
InChiKey
TWPIVVLGBCTOMQ-UHFFFAOYSA-N
Route Signature
bfe0b49e68e2878addc9e99cbebaacdd4f036b3cc2a9812cb3ec34eeb7bff787
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ce7cc75e46c0793ac29cc15f",
"signature": "bfe0b49e68e2878addc9e99cbebaacdd4f036b3cc2a9812cb3ec34eeb7bff787",
"contentHash": "3086d33bc528ee15d3838debc308b8a1c52c4383bc86180621a00eced6862417",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_d287d2167ea71ccf0aab7e92",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01671",
"moleculeId": "sa_5968803d875c1662045e4759",
"smiles": "O=C(CCl)N(CCC(O)(c1ccccc1)c1ccccc1)Cc1ccccc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_5968803d875c1662045e4759",
"inchikey": "TWPIVVLGBCTOMQ-UHFFFAOYSA-N",
"smiles": "O=C(CCl)N(CCC(O)(c1ccccc1)c1ccccc1)Cc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5925",
"routeId": "sa_ce7cc75e46c0793ac29cc15f",
"moleculeId": "sa_5968803d875c1662045e4759",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5968803d875c1662045e4759",
"inchikey": "TWPIVVLGBCTOMQ-UHFFFAOYSA-N",
"smiles": "O=C(CCl)N(CCC(O)(c1ccccc1)c1ccccc1)Cc1ccccc1"
},
"smiles": "O=C(CCl)N(CCC(O)(c1ccccc1)c1ccccc1)Cc1ccccc1",
"reactionStepId": "sa_49c93a7599570dac12621247",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04092330;;41489\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3][Cl:4].[NH:5]([CH2:6][CH2:7][C:8]([OH:9])([c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1>CCN(C(C)C)C(C)C.ClCCl>[O:1]=[C:2]([CH2:3][Cl:4])[N:5]([CH2:6][CH2:7][C:8]([OH:9])([c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH2:3][Cl:4].[NH:5]([CH2:6][CH2:7][C:8]([OH:9])([c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1>CCN(C(C)C)C(C)C.ClCCl>[O:1]=[C:2]([CH2:3][Cl:4])[N:5]([CH2:6][CH2:7][C:8]([OH:9])([c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_49c93a7599570dac12621247",
"reactionHash": "c5b56fc211844be096052497007c1766009460ad6e8f02c608f14911a8aa24ed"
},
"children": [
{
"id": "5926",
"routeId": "sa_ce7cc75e46c0793ac29cc15f",
"moleculeId": "sa_69cc9e0363f0b6a13f38551c",
"parentId": "5925",
"isLeaf": false,
"molecule": {
"id": "sa_69cc9e0363f0b6a13f38551c",
"inchikey": "OQXYZLHGPPEVBI-UHFFFAOYSA-N",
"smiles": "OC(CCNCc1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "OC(CCNCc1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": "sa_bb004d7d13b9eb40ac59162c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04092330;;41487\",\"rsmi\":\"O=[C:6]([NH:5][CH2:4][CH2:3][C:2]([OH:1])([c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1)[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1>CCOCC.O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].O>[OH:1][C:2]([CH2:3][CH2:4][NH:5][CH2:6][c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1)([c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O=[C:6]([NH:5][CH2:4][CH2:3][C:2]([OH:1])([c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1)[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1>CCOCC.O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].O>[OH:1][C:2]([CH2:3][CH2:4][NH:5][CH2:6][c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1)([c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_bb004d7d13b9eb40ac59162c",
"reactionHash": "4854281e648d9db058b861db1514e5d65ceac54246e47469c71ce5a654f06415"
},
"children": [
{
"id": "5927",
"routeId": "sa_ce7cc75e46c0793ac29cc15f",
"moleculeId": "sa_020dd1e3dbb5335b2fb2c682",
"parentId": "5926",
"isLeaf": false,
"molecule": {
"id": "sa_020dd1e3dbb5335b2fb2c682",
"inchikey": "MUVNHRFYPHBBSI-UHFFFAOYSA-N",
"smiles": "O=C(NCCC(O)(c1ccccc1)c1ccccc1)c1ccccc1"
},
"smiles": "O=C(NCCC(O)(c1ccccc1)c1ccccc1)c1ccccc1",
"reactionStepId": "sa_2d29a99a6ee39477783a25e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04092330;;41486\",\"rsmi\":\"Cl[C:2](=[O:1])[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1.[NH2:3][CH2:4][CH2:5][C:6]([OH:7])([c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1)[c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1>ClCCl.c1ccncc1>[O:1]=[C:2]([NH:3][CH2:4][CH2:5][C:6]([OH:7])([c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1)[c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1.[NH2:3][CH2:4][CH2:5][C:6]([OH:7])([c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1)[c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1>ClCCl.c1ccncc1>[O:1]=[C:2]([NH:3][CH2:4][CH2:5][C:6]([OH:7])([c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1)[c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_2d29a99a6ee39477783a25e8",
"reactionHash": "5c5c0414a7a324e7c11d5587624311139d6cda4b4fff79dfac21839921a7ba47"
},
"children": [
{
"id": "5928",
"routeId": "sa_ce7cc75e46c0793ac29cc15f",
"moleculeId": "sa_ece938eaaf00d311129c8f06",
"parentId": "5927",
"isLeaf": true,
"molecule": {
"id": "sa_ece938eaaf00d311129c8f06",
"inchikey": "PASDCCFISLVPSO-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1ccccc1"
},
"smiles": "O=C(Cl)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5929",
"routeId": "sa_ce7cc75e46c0793ac29cc15f",
"moleculeId": "sa_8789598c295a34650784bcfa",
"parentId": "5927",
"isLeaf": false,
"molecule": {
"id": "sa_8789598c295a34650784bcfa",
"inchikey": "RUOVOSKKBYNCRE-UHFFFAOYSA-N",
"smiles": "NCCC(O)(c1ccccc1)c1ccccc1"
},
"smiles": "NCCC(O)(c1ccccc1)c1ccccc1",
"reactionStepId": "sa_dc448e920a17200ff078397d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04092330;;41485\",\"rsmi\":\"[N:1]#[C:2][CH2:3][C:4]([OH:5])([c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1>CCOCC.O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].O>[NH2:1][CH2:2][CH2:3][C:4]([OH:5])([c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][CH2:3][C:4]([OH:5])([c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1>CCOCC.O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].O>[NH2:1][CH2:2][CH2:3][C:4]([OH:5])([c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_dc448e920a17200ff078397d",
"reactionHash": "24802ce384089ecb2be62a5727cd327dcc35a3ca90d05681f78f1062e4818f6a"
},
"children": [
{
"id": "5930",
"routeId": "sa_ce7cc75e46c0793ac29cc15f",
"moleculeId": "sa_6d86fe97c79b58d7be3fc4a1",
"parentId": "5929",
"isLeaf": false,
"molecule": {
"id": "sa_6d86fe97c79b58d7be3fc4a1",
"inchikey": "OSGUMQGPGBZSGN-UHFFFAOYSA-N",
"smiles": "N#CCC(O)(c1ccccc1)c1ccccc1"
},
"smiles": "N#CCC(O)(c1ccccc1)c1ccccc1",
"reactionStepId": "sa_6fe79d6285f12b9ee97ff620",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04092330;;41484\",\"rsmi\":\"[C:4](=[O:5])([c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[N:1]#[C:2][CH3:3]>C1CCOC1.CCCCCC.Cl.[Li]CCCC>[N:1]#[C:2][CH2:3][C:4]([OH:5])([c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"[C:4](=[O:5])([c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[N:1]#[C:2][CH3:3]>C1CCOC1.CCCCCC.Cl.[Li]CCCC>[N:1]#[C:2][CH2:3][C:4]([OH:5])([c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_6fe79d6285f12b9ee97ff620",
"reactionHash": "2f210b0562b29435e61c9c36c9975878c79a8e8a54b16c8f9ab4daeff811bb8e"
},
"children": [
{
"id": "5931",
"routeId": "sa_ce7cc75e46c0793ac29cc15f",
"moleculeId": "sa_1ffd02a8830fdd61bd350b02",
"parentId": "5930",
"isLeaf": true,
"molecule": {
"id": "sa_1ffd02a8830fdd61bd350b02",
"inchikey": "RWCCWEUUXYIKHB-UHFFFAOYSA-N",
"smiles": "O=C(c1ccccc1)c1ccccc1"
},
"smiles": "O=C(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5932",
"routeId": "sa_ce7cc75e46c0793ac29cc15f",
"moleculeId": "sa_94d2c90dcb818823484fce3a",
"parentId": "5930",
"isLeaf": true,
"molecule": {
"id": "sa_94d2c90dcb818823484fce3a",
"inchikey": "WEVYAHXRMPXWCK-UHFFFAOYSA-N",
"smiles": "CC#N"
},
"smiles": "CC#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "5933",
"routeId": "sa_ce7cc75e46c0793ac29cc15f",
"moleculeId": "sa_9bcb79a40efded362b9313ac",
"parentId": "5925",
"isLeaf": true,
"molecule": {
"id": "sa_9bcb79a40efded362b9313ac",
"inchikey": "VGCXGMAHQTYDJK-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCl"
},
"smiles": "O=C(Cl)CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}