Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)Nc1nc(-c2ccccc2)c(-c2ccc(=O)n(C(C)C)n2)s1
InChiKey
YPECDQQXKTUBRI-UHFFFAOYSA-N
Route Signature
58170d853cd00ae78dc3b25e2108c4654732191bbaa4e74cc411ede900538e64
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0a2214cfe4938fd6d8d91b3f",
"signature": "58170d853cd00ae78dc3b25e2108c4654732191bbaa4e74cc411ede900538e64",
"contentHash": "dc3273cb3a3cc6c8db85804d3246afbcd90e5d013e1d606a151ab48d39a64902",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_fc42eb95a264225303cf2e5e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01790",
"moleculeId": "sa_b7eead1f82029c6d7193d887",
"smiles": "CC(=O)Nc1nc(-c2ccccc2)c(-c2ccc(=O)n(C(C)C)n2)s1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b7eead1f82029c6d7193d887",
"inchikey": "YPECDQQXKTUBRI-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1nc(-c2ccccc2)c(-c2ccc(=O)n(C(C)C)n2)s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14539",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_b7eead1f82029c6d7193d887",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b7eead1f82029c6d7193d887",
"inchikey": "YPECDQQXKTUBRI-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1nc(-c2ccccc2)c(-c2ccc(=O)n(C(C)C)n2)s1"
},
"smiles": "CC(=O)Nc1nc(-c2ccccc2)c(-c2ccc(=O)n(C(C)C)n2)s1",
"reactionStepId": "sa_c3235bde3529e5d57167eb0c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050004134A1;0784;217051\",\"rsmi\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[c:14](-[c:15]2[n:16][n:17]([CH:18]([CH3:19])[CH3:20])[c:21](=[O:22])[cH:23][cH:24]2)[s:25]1>CC(C)OC(C)C.CCN(CC)CC.CN(C)C=O.CO.Cl.ClC(Cl)Cl>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[c:14](-[c:15]2[n:16][n:17]([CH:18]([CH3:19])[CH3:20])[c:21](=[O:22])[cH:23][cH:24]2)[s:25]1\"},\"mapped_reaction_smiles\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[c:14](-[c:15]2[n:16][n:17]([CH:18]([CH3:19])[CH3:20])[c:21](=[O:22])[cH:23][cH:24]2)[s:25]1>CC(C)OC(C)C.CCN(CC)CC.CN(C)C=O.CO.Cl.ClC(Cl)Cl>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[c:14](-[c:15]2[n:16][n:17]([CH:18]([CH3:19])[CH3:20])[c:21](=[O:22])[cH:23][cH:24]2)[s:25]1\"}",
"reactionStep": {
"id": "sa_c3235bde3529e5d57167eb0c",
"reactionHash": "b0259bf0edc6210551a5ab634c8bcd938df058a8ece1e5906d57ac8939fd6f24"
},
"children": [
{
"id": "14540",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_b2a7c238c92666c58d065dfa",
"parentId": "14539",
"isLeaf": false,
"molecule": {
"id": "sa_b2a7c238c92666c58d065dfa",
"inchikey": "LWYFDFQMXYQTBN-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(-c2sc(N)nc2-c2ccccc2)ccc1=O"
},
"smiles": "CC(C)n1nc(-c2sc(N)nc2-c2ccccc2)ccc1=O",
"reactionStepId": "sa_ebf135ac64acbd0ab80e8232",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050004134A1;0747;217049\",\"rsmi\":\"O=[C:8]([CH:7](Br)[c:6]1[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:21](=[O:22])[cH:20][cH:19]1)[c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1.[NH2:15][C:16]([NH2:17])=[S:18]>CCO.ClC(Cl)Cl.O.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6](-[c:7]2[c:8](-[c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[n:15][c:16]([NH2:17])[s:18]2)[cH:19][cH:20][c:21]1=[O:22]\"},\"mapped_reaction_smiles\":\"O=[C:8]([CH:7](Br)[c:6]1[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:21](=[O:22])[cH:20][cH:19]1)[c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1.[NH2:15][C:16]([NH2:17])=[S:18]>CCO.ClC(Cl)Cl.O.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6](-[c:7]2[c:8](-[c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[n:15][c:16]([NH2:17])[s:18]2)[cH:19][cH:20][c:21]1=[O:22]\"}",
"reactionStep": {
"id": "sa_ebf135ac64acbd0ab80e8232",
"reactionHash": "040a83efed5eba4ebc247fcbdd89d483c3f6e0cc81c92aaa605a0f313f47bbb7"
},
"children": [
{
"id": "14541",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_dbda212bc2763eedc888a5db",
"parentId": "14540",
"isLeaf": false,
"molecule": {
"id": "sa_dbda212bc2763eedc888a5db",
"inchikey": "RYWWRYZBACPWBM-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(C(Br)C(=O)c2ccccc2)ccc1=O"
},
"smiles": "CC(C)n1nc(C(Br)C(=O)c2ccccc2)ccc1=O",
"reactionStepId": "sa_fe722c4b994b938125995b7e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050004134A1;0427;217031\",\"rsmi\":\"[BrH:8].[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([CH2:7][C:9](=[O:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][c:19]1=[O:20]>CC(=O)O.Br.Br.Br.c1ccncc1.c1ccncc1.c1ccncc1>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([CH:7]([Br:8])[C:9](=[O:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][c:19]1=[O:20]\"},\"mapped_reaction_smiles\":\"[BrH:8].[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([CH2:7][C:9](=[O:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][c:19]1=[O:20]>CC(=O)O.Br.Br.Br.c1ccncc1.c1ccncc1.c1ccncc1>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([CH:7]([Br:8])[C:9](=[O:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][c:19]1=[O:20]\"}",
"reactionStep": {
"id": "sa_fe722c4b994b938125995b7e",
"reactionHash": "4b8081a92d56bdf1f3285af6701e0bf4e23b2adf40f6a439ced002651e5f64a2"
},
"children": [
{
"id": "14542",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_70f4de2e51ba34b93e025a04",
"parentId": "14541",
"isLeaf": true,
"molecule": {
"id": "sa_70f4de2e51ba34b93e025a04",
"inchikey": "CPELXLSAUQHCOX-UHFFFAOYSA-N",
"smiles": "Br"
},
"smiles": "Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14543",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_06f2651ea1a9f058b61ff1a5",
"parentId": "14541",
"isLeaf": false,
"molecule": {
"id": "sa_06f2651ea1a9f058b61ff1a5",
"inchikey": "FRZUVWGLEANRFT-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(CC(=O)c2ccccc2)ccc1=O"
},
"smiles": "CC(C)n1nc(CC(=O)c2ccccc2)ccc1=O",
"reactionStepId": "sa_a1e65d89c117036de9fb935a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050004134A1;0391;217029\",\"rsmi\":\"CC(O)=[O:9].[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([C:7]#[C:8][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17][c:18]1=[O:19]>O=S(=O)(O)O>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([CH2:7][C:8](=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17][c:18]1=[O:19]\"},\"mapped_reaction_smiles\":\"CC(O)=[O:9].[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([C:7]#[C:8][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17][c:18]1=[O:19]>O=S(=O)(O)O>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([CH2:7][C:8](=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17][c:18]1=[O:19]\"}",
"reactionStep": {
"id": "sa_a1e65d89c117036de9fb935a",
"reactionHash": "3b63938b7280abe4d9e787b3049339f3af35684e439ab7b925a5d68deadef17d"
},
"children": [
{
"id": "14544",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_fd3f7d77b142493419fc236e",
"parentId": "14543",
"isLeaf": false,
"molecule": {
"id": "sa_fd3f7d77b142493419fc236e",
"inchikey": "HJADGCWTRKFWIP-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(C#Cc2ccccc2)ccc1=O"
},
"smiles": "CC(C)n1nc(C#Cc2ccccc2)ccc1=O",
"reactionStepId": "sa_e25171c962c7e3352a762c28",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050004134A1;0382;217028\",\"rsmi\":\"O=S(=O)(O[c:6]1[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:17](=[O:18])[cH:16][cH:15]1)C(F)(F)F.[CH:7]#[C:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1>C1COCCO1.CCN(CC)CC.ClC(Cl)Cl.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.[Cu]I>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([C:7]#[C:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][c:17]1=[O:18]\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[c:6]1[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:17](=[O:18])[cH:16][cH:15]1)C(F)(F)F.[CH:7]#[C:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1>C1COCCO1.CCN(CC)CC.ClC(Cl)Cl.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.[Cu]I>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([C:7]#[C:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][c:17]1=[O:18]\"}",
"reactionStep": {
"id": "sa_e25171c962c7e3352a762c28",
"reactionHash": "a5c08584ea22b7c14eb0f947b15e5cbb1c8d7584afc036b149e2f3f01177ae8c"
},
"children": [
{
"id": "14545",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_e7dbc1bd099d466812b27233",
"parentId": "14544",
"isLeaf": true,
"molecule": {
"id": "sa_e7dbc1bd099d466812b27233",
"inchikey": "DTNHWJJFCFWPLQ-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(OS(=O)(=O)C(F)(F)F)ccc1=O"
},
"smiles": "CC(C)n1nc(OS(=O)(=O)C(F)(F)F)ccc1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14546",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_28fc2c826d3ad9c0d10fd7b4",
"parentId": "14544",
"isLeaf": true,
"molecule": {
"id": "sa_28fc2c826d3ad9c0d10fd7b4",
"inchikey": "UEXCJVNBTNXOEH-UHFFFAOYSA-N",
"smiles": "C#Cc1ccccc1"
},
"smiles": "C#Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14547",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_f1a25cbb2070f020dbe1fb4a",
"parentId": "14543",
"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": "14548",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_0a009292cb56c16b36a8cebf",
"parentId": "14540",
"isLeaf": true,
"molecule": {
"id": "sa_0a009292cb56c16b36a8cebf",
"inchikey": "UMGDCJDMYOKAJW-UHFFFAOYSA-N",
"smiles": "N=C(N)S"
},
"smiles": "NC(N)=S",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14549",
"routeId": "sa_0a2214cfe4938fd6d8d91b3f",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "14539",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}