Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCOC(=O)[C@H]1CC[C@H](C(C)(O)c2ncc(-c3cc(C)cc(Nc4cc(C)c(F)cn4)n3)s2)CC1
InChiKey
NSVWMYAXOAOYBM-KLBFEONNSA-N
Route Signature
f4c0b88ceccfa8e90ab365d650cb1756d63443695743e46f10141a1554ac81c3
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_267c55742c13bf437fd39f7f",
"signature": "f4c0b88ceccfa8e90ab365d650cb1756d63443695743e46f10141a1554ac81c3",
"contentHash": "2ca5574eb6758a1d14e66342455e13515e8b42d2cfc22e871f0a76fef84374d8",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_432c79af02b6b30a46b4aa54",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06247",
"moleculeId": "sa_5f7a79114b0236265946f0de",
"smiles": "CCCCOC(=O)[C@H]1CC[C@H](C(C)(O)c2ncc(-c3cc(C)cc(Nc4cc(C)c(F)cn4)n3)s2)CC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_5f7a79114b0236265946f0de",
"inchikey": "NSVWMYAXOAOYBM-KLBFEONNSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@H](C(C)(O)c2ncc(-c3cc(C)cc(Nc4cc(C)c(F)cn4)n3)s2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11540",
"routeId": "sa_267c55742c13bf437fd39f7f",
"moleculeId": "sa_5f7a79114b0236265946f0de",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5f7a79114b0236265946f0de",
"inchikey": "NSVWMYAXOAOYBM-KLBFEONNSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@H](C(C)(O)c2ncc(-c3cc(C)cc(Nc4cc(C)c(F)cn4)n3)s2)CC1"
},
"smiles": "CCCCOC(=O)[C@H]1CC[C@H](C(C)(O)c2ncc(-c3cc(C)cc(Nc4cc(C)c(F)cn4)n3)s2)CC1",
"reactionStepId": "sa_98a4d7d2bb0a0a4ce869eba4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100250A1;0319;1511908\",\"rsmi\":\"Br[c:19]1[n:20][c:21]([NH:22][c:23]2[n:24][cH:25][c:26]([F:27])[c:28]([CH3:29])[cH:30]2)[cH:31][c:32]([CH3:33])[cH:34]1.[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@H:11]([C:12]([CH3:13])([OH:14])[c:15]2[n:16][cH:17][cH:18][s:35]2)[CH2:36][CH2:37]1>CC(=O)O.CC(=O)O.CC(C)(C)C(=O)O.CCCCP(C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2.O=C(O)O.[K+].[K+].[Pd+2]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@H:11]([C:12]([CH3:13])([OH:14])[c:15]2[n:16][cH:17][c:18](-[c:19]3[n:20][c:21]([NH:22][c:23]4[n:24][cH:25][c:26]([F:27])[c:28]([CH3:29])[cH:30]4)[cH:31][c:32]([CH3:33])[cH:34]3)[s:35]2)[CH2:36][CH2:37]1\"},\"mapped_reaction_smiles\":\"Br[c:19]1[n:20][c:21]([NH:22][c:23]2[n:24][cH:25][c:26]([F:27])[c:28]([CH3:29])[cH:30]2)[cH:31][c:32]([CH3:33])[cH:34]1.[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@H:11]([C:12]([CH3:13])([OH:14])[c:15]2[n:16][cH:17][cH:18][s:35]2)[CH2:36][CH2:37]1>CC(=O)O.CC(=O)O.CC(C)(C)C(=O)O.CCCCP(C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2.O=C(O)O.[K+].[K+].[Pd+2]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@H:11]([C:12]([CH3:13])([OH:14])[c:15]2[n:16][cH:17][c:18](-[c:19]3[n:20][c:21]([NH:22][c:23]4[n:24][cH:25][c:26]([F:27])[c:28]([CH3:29])[cH:30]4)[cH:31][c:32]([CH3:33])[cH:34]3)[s:35]2)[CH2:36][CH2:37]1\"}",
"reactionStep": {
"id": "sa_98a4d7d2bb0a0a4ce869eba4",
"reactionHash": "49a2022222d170142a1ea01ace37fbb2763926250f1b48147e08b0d0f63816e8"
},
"children": [
{
"id": "11541",
"routeId": "sa_267c55742c13bf437fd39f7f",
"moleculeId": "sa_6e951cef6a30b4885f45f043",
"parentId": "11540",
"isLeaf": false,
"molecule": {
"id": "sa_6e951cef6a30b4885f45f043",
"inchikey": "DPICWFNMDIIHJN-RRNIMWOJSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@H](C(C)(O)c2nccs2)CC1"
},
"smiles": "CCCCOC(=O)[C@H]1CC[C@H](C(C)(O)c2nccs2)CC1",
"reactionStepId": "sa_f0412b22588bbd66a0228085",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100250A1;0199;1511880\",\"rsmi\":\"[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@H:11]([C:12]([CH3:13])=[O:14])[CH2:20][CH2:21]1.[cH:15]1[n:16][cH:17][cH:18][s:19]1>C1CCOC1.CC(C)[Mg]Cl.Cl.[Li+]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@H:11]([C:12]([CH3:13])([OH:14])[c:15]2[n:16][cH:17][cH:18][s:19]2)[CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@H:11]([C:12]([CH3:13])=[O:14])[CH2:20][CH2:21]1.[cH:15]1[n:16][cH:17][cH:18][s:19]1>C1CCOC1.CC(C)[Mg]Cl.Cl.[Li+]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@H:11]([C:12]([CH3:13])([OH:14])[c:15]2[n:16][cH:17][cH:18][s:19]2)[CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_f0412b22588bbd66a0228085",
"reactionHash": "d87be27db7f421bbd366c1eaf37b379ff36fe7e782e561804692a849d40777ec"
},
"children": [
{
"id": "11542",
"routeId": "sa_267c55742c13bf437fd39f7f",
"moleculeId": "sa_7aa23d9ca8f15319d9e6cd68",
"parentId": "11541",
"isLeaf": true,
"molecule": {
"id": "sa_7aa23d9ca8f15319d9e6cd68",
"inchikey": "FZWLAAWBMGSTSO-UHFFFAOYSA-N",
"smiles": "c1cscn1"
},
"smiles": "c1cscn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11543",
"routeId": "sa_267c55742c13bf437fd39f7f",
"moleculeId": "sa_806e072ff9b8d0f88394ea46",
"parentId": "11541",
"isLeaf": true,
"molecule": {
"id": "sa_806e072ff9b8d0f88394ea46",
"inchikey": "VMMAHBOAJLYGKQ-HAQNSBGRSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@H](C(C)=O)CC1"
},
"smiles": "CCCCOC(=O)[C@H]1CC[C@H](C(C)=O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11544",
"routeId": "sa_267c55742c13bf437fd39f7f",
"moleculeId": "sa_1dff1641a65c8b26da1d98f8",
"parentId": "11540",
"isLeaf": false,
"molecule": {
"id": "sa_1dff1641a65c8b26da1d98f8",
"inchikey": "XTFKCNHHXUFZMG-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)nc(Nc2cc(C)c(F)cn2)c1"
},
"smiles": "Cc1cc(Br)nc(Nc2cc(C)c(F)cn2)c1",
"reactionStepId": "sa_6271b8c2923cab045e70362d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100250A1;0317;1511907\",\"rsmi\":\"Br[c:4]1[cH:3][c:2]([CH3:1])[cH:17][c:15]([Br:16])[n:14]1.[NH2:5][c:6]1[n:7][cH:8][c:9]([F:10])[c:11]([CH3:12])[cH:13]1>CC(C)(C)O.Cl[Pd]Cl.[Fe+2].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([NH:5][c:6]2[n:7][cH:8][c:9]([F:10])[c:11]([CH3:12])[cH:13]2)[n:14][c:15]([Br:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[cH:3][c:2]([CH3:1])[cH:17][c:15]([Br:16])[n:14]1.[NH2:5][c:6]1[n:7][cH:8][c:9]([F:10])[c:11]([CH3:12])[cH:13]1>CC(C)(C)O.Cl[Pd]Cl.[Fe+2].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([NH:5][c:6]2[n:7][cH:8][c:9]([F:10])[c:11]([CH3:12])[cH:13]2)[n:14][c:15]([Br:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_6271b8c2923cab045e70362d",
"reactionHash": "74020d9a3bbf36c3d7370b564237ec3b678934512085eee229d6a9c514604bd0"
},
"children": [
{
"id": "11545",
"routeId": "sa_267c55742c13bf437fd39f7f",
"moleculeId": "sa_885bad841320986f6664ebec",
"parentId": "11544",
"isLeaf": true,
"molecule": {
"id": "sa_885bad841320986f6664ebec",
"inchikey": "OHBIPNNTWKNAGC-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)nc(Br)c1"
},
"smiles": "Cc1cc(Br)nc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11546",
"routeId": "sa_267c55742c13bf437fd39f7f",
"moleculeId": "sa_be5c3a7bfc93dca6aa7131a6",
"parentId": "11544",
"isLeaf": true,
"molecule": {
"id": "sa_be5c3a7bfc93dca6aa7131a6",
"inchikey": "RKMOPXJNMQWPLH-UHFFFAOYSA-N",
"smiles": "Cc1cc(N)ncc1F"
},
"smiles": "Cc1cc(N)ncc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}