Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=c1nc(OCCc2cc(F)c(Oc3cnc(C(F)(F)F)nc3)c(F)c2)[nH]cc1Cc1cncnc1
InChiKey
UCOFNXPKFXHWCV-UHFFFAOYSA-N
Route Signature
c55e4e366dd1bb1194dbeb44ac0b113fc470ac6b0fa541ede836896d85c030b4
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c9218949b54f20a5c6be37db",
"signature": "c55e4e366dd1bb1194dbeb44ac0b113fc470ac6b0fa541ede836896d85c030b4",
"contentHash": "17f48128d678f13e1d39122051a7b0174cd990a0acfbf887bad5235c8399aa52",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_bacb7bf55ab2b18f7f5ef94c",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05974",
"moleculeId": "sa_91b38a5dc9bdb113023ab574",
"smiles": "O=c1nc(OCCc2cc(F)c(Oc3cnc(C(F)(F)F)nc3)c(F)c2)[nH]cc1Cc1cncnc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_91b38a5dc9bdb113023ab574",
"inchikey": "UCOFNXPKFXHWCV-UHFFFAOYSA-N",
"smiles": "O=c1nc(OCCc2cc(F)c(Oc3cnc(C(F)(F)F)nc3)c(F)c2)[nH]cc1Cc1cncnc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15826",
"routeId": "sa_c9218949b54f20a5c6be37db",
"moleculeId": "sa_91b38a5dc9bdb113023ab574",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_91b38a5dc9bdb113023ab574",
"inchikey": "UCOFNXPKFXHWCV-UHFFFAOYSA-N",
"smiles": "O=c1nc(OCCc2cc(F)c(Oc3cnc(C(F)(F)F)nc3)c(F)c2)[nH]cc1Cc1cncnc1"
},
"smiles": "O=c1nc(OCCc2cc(F)c(Oc3cnc(C(F)(F)F)nc3)c(F)c2)[nH]cc1Cc1cncnc1",
"reactionStepId": "sa_0300e211bc35f251e095db8f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09174968B2;1025;1685850\",\"rsmi\":\"CO[C:2](=[O:1])[CH:29]([CH:28]=O)[CH2:30][c:31]1[cH:32][n:33][cH:34][n:35][cH:36]1.[NH:3]=[C:4]([O:5][CH2:6][CH2:7][c:8]1[cH:9][c:10]([F:11])[c:12]([O:13][c:14]2[cH:15][n:16][c:17]([C:18]([F:19])([F:20])[F:21])[n:22][cH:23]2)[c:24]([F:25])[cH:26]1)[NH2:27]>C1COCCO1.O=C(O)C(F)(F)F.O=C(O)O.[K+].[K+]>[O:1]=[c:2]1[n:3][c:4]([O:5][CH2:6][CH2:7][c:8]2[cH:9][c:10]([F:11])[c:12]([O:13][c:14]3[cH:15][n:16][c:17]([C:18]([F:19])([F:20])[F:21])[n:22][cH:23]3)[c:24]([F:25])[cH:26]2)[nH:27][cH:28][c:29]1[CH2:30][c:31]1[cH:32][n:33][cH:34][n:35][cH:36]1\"},\"mapped_reaction_smiles\":\"CO[C:2](=[O:1])[CH:29]([CH:28]=O)[CH2:30][c:31]1[cH:32][n:33][cH:34][n:35][cH:36]1.[NH:3]=[C:4]([O:5][CH2:6][CH2:7][c:8]1[cH:9][c:10]([F:11])[c:12]([O:13][c:14]2[cH:15][n:16][c:17]([C:18]([F:19])([F:20])[F:21])[n:22][cH:23]2)[c:24]([F:25])[cH:26]1)[NH2:27]>C1COCCO1.O=C(O)C(F)(F)F.O=C(O)O.[K+].[K+]>[O:1]=[c:2]1[n:3][c:4]([O:5][CH2:6][CH2:7][c:8]2[cH:9][c:10]([F:11])[c:12]([O:13][c:14]3[cH:15][n:16][c:17]([C:18]([F:19])([F:20])[F:21])[n:22][cH:23]3)[c:24]([F:25])[cH:26]2)[nH:27][cH:28][c:29]1[CH2:30][c:31]1[cH:32][n:33][cH:34][n:35][cH:36]1\"}",
"reactionStep": {
"id": "sa_0300e211bc35f251e095db8f",
"reactionHash": "2bb7eb778b2b79cfdef4e58c7487d9e62822943e769b2df9aa4aea59409c8e08"
},
"children": [
{
"id": "15827",
"routeId": "sa_c9218949b54f20a5c6be37db",
"moleculeId": "sa_9f8a8f8f2637fb5e7ff6f4c5",
"parentId": "15826",
"isLeaf": true,
"molecule": {
"id": "sa_9f8a8f8f2637fb5e7ff6f4c5",
"inchikey": "AIWJZWLWMNKFMX-UHFFFAOYSA-N",
"smiles": "N=C(N)OCCc1cc(F)c(Oc2cnc(C(F)(F)F)nc2)c(F)c1"
},
"smiles": "N=C(N)OCCc1cc(F)c(Oc2cnc(C(F)(F)F)nc2)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15828",
"routeId": "sa_c9218949b54f20a5c6be37db",
"moleculeId": "sa_e209a61814fac15953ee40b0",
"parentId": "15826",
"isLeaf": false,
"molecule": {
"id": "sa_e209a61814fac15953ee40b0",
"inchikey": "HHVUZJQIKUTDFI-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C=O)Cc1cncnc1"
},
"smiles": "COC(=O)C(C=O)Cc1cncnc1",
"reactionStepId": "sa_a67bf456cb74d4a045fe87f3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09174968B2;0155;1685551\",\"rsmi\":\"CO[CH:6]=[O:7].[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:8][c:9]1[cH:10][n:11][cH:12][n:13][cH:14]1>C1CCOC1.CC(C)(C)O.[K+]>[CH3:1][O:2][C:3](=[O:4])[CH:5]([CH:6]=[O:7])[CH2:8][c:9]1[cH:10][n:11][cH:12][n:13][cH:14]1\"},\"mapped_reaction_smiles\":\"CO[CH:6]=[O:7].[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:8][c:9]1[cH:10][n:11][cH:12][n:13][cH:14]1>C1CCOC1.CC(C)(C)O.[K+]>[CH3:1][O:2][C:3](=[O:4])[CH:5]([CH:6]=[O:7])[CH2:8][c:9]1[cH:10][n:11][cH:12][n:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_a67bf456cb74d4a045fe87f3",
"reactionHash": "fff810268593fca152821d520fb20767ca1bb670183d442c4a8431bd15ac261e"
},
"children": [
{
"id": "15829",
"routeId": "sa_c9218949b54f20a5c6be37db",
"moleculeId": "sa_bc0ed0966722bceda0112711",
"parentId": "15828",
"isLeaf": false,
"molecule": {
"id": "sa_bc0ed0966722bceda0112711",
"inchikey": "IETPBWLTYJTNJG-UHFFFAOYSA-N",
"smiles": "COC(=O)CCc1cncnc1"
},
"smiles": "COC(=O)CCc1cncnc1",
"reactionStepId": "sa_2b3baaeead75c073b9925155",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09174968B2;0153;1685550\",\"rsmi\":\"[CH3:1][O:2][C:3](=[O:4])/[CH:5]=[CH:6]/[c:7]1[cH:8][n:9][cH:10][n:11][cH:12]1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][n:9][cH:10][n:11][cH:12]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][C:3](=[O:4])/[CH:5]=[CH:6]/[c:7]1[cH:8][n:9][cH:10][n:11][cH:12]1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][n:9][cH:10][n:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_2b3baaeead75c073b9925155",
"reactionHash": "d744d9cec5ccfa7e891d4624a7db21ed6aea36083ba4892c2ccc6a02790e2292"
},
"children": [
{
"id": "15830",
"routeId": "sa_c9218949b54f20a5c6be37db",
"moleculeId": "sa_c393ecd0f0267f71edc868c3",
"parentId": "15829",
"isLeaf": false,
"molecule": {
"id": "sa_c393ecd0f0267f71edc868c3",
"inchikey": "XGHMTMQOSKKDGC-NSCUHMNNSA-N",
"smiles": "COC(=O)/C=C/c1cncnc1"
},
"smiles": "COC(=O)/C=C/c1cncnc1",
"reactionStepId": "sa_ac7e4a9fc33d0759ed2c36d3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09174968B2;0151;1685549\",\"rsmi\":\"Br[c:7]1[cH:8][n:9][cH:10][n:11][cH:12]1.[CH3:1][O:2][C:3](=[O:4])[CH:5]=[CH2:6]>CC(=O)O.CC(=O)O.CN(C)C=O.Cc1ccccc1P(c1ccccc1C)c1ccccc1C.[Pd+2]>[CH3:1][O:2][C:3](=[O:4])/[CH:5]=[CH:6]/[c:7]1[cH:8][n:9][cH:10][n:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:8][n:9][cH:10][n:11][cH:12]1.[CH3:1][O:2][C:3](=[O:4])[CH:5]=[CH2:6]>CC(=O)O.CC(=O)O.CN(C)C=O.Cc1ccccc1P(c1ccccc1C)c1ccccc1C.[Pd+2]>[CH3:1][O:2][C:3](=[O:4])/[CH:5]=[CH:6]/[c:7]1[cH:8][n:9][cH:10][n:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_ac7e4a9fc33d0759ed2c36d3",
"reactionHash": "bf7de2441b0146cd8dfb5fb25b062367de7fdb922e07428f420c651756b5cb2b"
},
"children": [
{
"id": "15831",
"routeId": "sa_c9218949b54f20a5c6be37db",
"moleculeId": "sa_276180d3566f8658a29548ee",
"parentId": "15830",
"isLeaf": true,
"molecule": {
"id": "sa_276180d3566f8658a29548ee",
"inchikey": "BAPJBEWLBFYGME-UHFFFAOYSA-N",
"smiles": "C=CC(=O)OC"
},
"smiles": "C=CC(=O)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15832",
"routeId": "sa_c9218949b54f20a5c6be37db",
"moleculeId": "sa_6a8b8fd91bc2edd8fee17eed",
"parentId": "15830",
"isLeaf": true,
"molecule": {
"id": "sa_6a8b8fd91bc2edd8fee17eed",
"inchikey": "GYCPLYCTMDTEPU-UHFFFAOYSA-N",
"smiles": "Brc1cncnc1"
},
"smiles": "Brc1cncnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15833",
"routeId": "sa_c9218949b54f20a5c6be37db",
"moleculeId": "sa_73f3454d8329e4777537e0ca",
"parentId": "15828",
"isLeaf": true,
"molecule": {
"id": "sa_73f3454d8329e4777537e0ca",
"inchikey": "TZIHFWKZFHZASV-UHFFFAOYSA-N",
"smiles": "COC=O"
},
"smiles": "COC=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}