Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nn(-c2c(F)cccc2C#N)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12
InChiKey
ZIJGUDNMWJNPJV-UHFFFAOYSA-N
Route Signature
573f86f028f5edf7a587209f007417d23e9f67d91f52b32d81ce42fddd41e65a
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_296e3a6a1089ce4fa93e7df7",
"signature": "573f86f028f5edf7a587209f007417d23e9f67d91f52b32d81ce42fddd41e65a",
"contentHash": "a5bb1ba821a478da62503d1301edf4276f0175c5767d82627313e420ee9f9013",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_5da95856f19d345bf9e44f75",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07976",
"moleculeId": "sa_248e2c0969e22e966dd8d615",
"smiles": "Cc1nn(-c2c(F)cccc2C#N)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_248e2c0969e22e966dd8d615",
"inchikey": "ZIJGUDNMWJNPJV-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2c(F)cccc2C#N)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11826",
"routeId": "sa_296e3a6a1089ce4fa93e7df7",
"moleculeId": "sa_248e2c0969e22e966dd8d615",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_248e2c0969e22e966dd8d615",
"inchikey": "ZIJGUDNMWJNPJV-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2c(F)cccc2C#N)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12"
},
"smiles": "Cc1nn(-c2c(F)cccc2C#N)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12",
"reactionStepId": "sa_fd478b430e3a3cbf0edb08eb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214784A1;0236;1258780\",\"rsmi\":\"O=[CH:16][c:15]1[c:2]([CH3:1])[n:3][n:4](-[c:5]2[c:6]([C:7]#[N:8])[cH:9][cH:10][cH:11][c:12]2[F:13])[cH:14]1.[NH:17]1[CH2:18][CH2:19][C:20]2([CH2:21][CH2:22]1)[O:23][CH2:24][C:25]([F:26])([F:27])[c:28]1[c:29]2[s:30][c:31]([Cl:32])[cH:33]1>CC(=O)OB(OC(C)=O)OC(C)=O.CCN(CC)CC.Cl.ClCCCl.[Na+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([C:7]#[N:8])[cH:9][cH:10][cH:11][c:12]2[F:13])[cH:14][c:15]1[CH2:16][N:17]1[CH2:18][CH2:19][C:20]2([CH2:21][CH2:22]1)[O:23][CH2:24][C:25]([F:26])([F:27])[c:28]1[c:29]2[s:30][c:31]([Cl:32])[cH:33]1\"},\"mapped_reaction_smiles\":\"O=[CH:16][c:15]1[c:2]([CH3:1])[n:3][n:4](-[c:5]2[c:6]([C:7]#[N:8])[cH:9][cH:10][cH:11][c:12]2[F:13])[cH:14]1.[NH:17]1[CH2:18][CH2:19][C:20]2([CH2:21][CH2:22]1)[O:23][CH2:24][C:25]([F:26])([F:27])[c:28]1[c:29]2[s:30][c:31]([Cl:32])[cH:33]1>CC(=O)OB(OC(C)=O)OC(C)=O.CCN(CC)CC.Cl.ClCCCl.[Na+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([C:7]#[N:8])[cH:9][cH:10][cH:11][c:12]2[F:13])[cH:14][c:15]1[CH2:16][N:17]1[CH2:18][CH2:19][C:20]2([CH2:21][CH2:22]1)[O:23][CH2:24][C:25]([F:26])([F:27])[c:28]1[c:29]2[s:30][c:31]([Cl:32])[cH:33]1\"}",
"reactionStep": {
"id": "sa_fd478b430e3a3cbf0edb08eb",
"reactionHash": "0b7d0fdd6ecedf1ca29409c05ec913750a9e27af24de195ca3876520fdc78e32"
},
"children": [
{
"id": "11827",
"routeId": "sa_296e3a6a1089ce4fa93e7df7",
"moleculeId": "sa_bcf0904fc47a4904d1cf619d",
"parentId": "11826",
"isLeaf": false,
"molecule": {
"id": "sa_bcf0904fc47a4904d1cf619d",
"inchikey": "CUTQQGFJKYGEQQ-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2c(F)cccc2C#N)cc1C=O"
},
"smiles": "Cc1nn(-c2c(F)cccc2C#N)cc1C=O",
"reactionStepId": "sa_1077934f713fefda3c39ac3b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214784A1;0123;1258737\",\"rsmi\":\"F[c:5]1[c:6]([C:7]#[N:8])[cH:9][cH:10][cH:11][c:12]1[F:13].[CH3:1][c:2]1[n:3][nH:4][cH:14][c:15]1[CH:16]=[O:17]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([C:7]#[N:8])[cH:9][cH:10][cH:11][c:12]2[F:13])[cH:14][c:15]1[CH:16]=[O:17]\"},\"mapped_reaction_smiles\":\"F[c:5]1[c:6]([C:7]#[N:8])[cH:9][cH:10][cH:11][c:12]1[F:13].[CH3:1][c:2]1[n:3][nH:4][cH:14][c:15]1[CH:16]=[O:17]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([C:7]#[N:8])[cH:9][cH:10][cH:11][c:12]2[F:13])[cH:14][c:15]1[CH:16]=[O:17]\"}",
"reactionStep": {
"id": "sa_1077934f713fefda3c39ac3b",
"reactionHash": "d8f2f702f8c92f5666cf8709b7a2649607f556a5b17ec1840d7b4873e01750cc"
},
"children": [
{
"id": "11828",
"routeId": "sa_296e3a6a1089ce4fa93e7df7",
"moleculeId": "sa_1c30cff7aab4b4c5237f01a5",
"parentId": "11827",
"isLeaf": true,
"molecule": {
"id": "sa_1c30cff7aab4b4c5237f01a5",
"inchikey": "GKPHNZYMLJPYJJ-UHFFFAOYSA-N",
"smiles": "N#Cc1cccc(F)c1F"
},
"smiles": "N#Cc1cccc(F)c1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11829",
"routeId": "sa_296e3a6a1089ce4fa93e7df7",
"moleculeId": "sa_9ceca36c087443a1cdf78874",
"parentId": "11827",
"isLeaf": true,
"molecule": {
"id": "sa_9ceca36c087443a1cdf78874",
"inchikey": "NWDMGTFNIOCVDU-UHFFFAOYSA-N",
"smiles": "Cc1n[nH]cc1C=O"
},
"smiles": "Cc1n[nH]cc1C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11830",
"routeId": "sa_296e3a6a1089ce4fa93e7df7",
"moleculeId": "sa_1e96e1b26f91bec12f69c8b7",
"parentId": "11826",
"isLeaf": false,
"molecule": {
"id": "sa_1e96e1b26f91bec12f69c8b7",
"inchikey": "YYNOJCBVROUTEB-UHFFFAOYSA-N",
"smiles": "FC1(F)COC2(CCNCC2)c2sc(Cl)cc21"
},
"smiles": "FC1(F)COC2(CCNCC2)c2sc(Cl)cc21",
"reactionStepId": "sa_b75d7ed509a8e7bd3981e996",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214784A1;0096;1258729\",\"rsmi\":\"CC(C)(C)OC(=O)[N:9]1[CH2:8][CH2:7][C:6]2([O:5][CH2:4][C:2]([F:1])([F:3])[c:13]3[c:12]2[s:17][c:15]([Cl:16])[cH:14]3)[CH2:11][CH2:10]1>CC(C)O.Cl.O.[Na+].O>[F:1][C:2]1([F:3])[CH2:4][O:5][C:6]2([CH2:7][CH2:8][NH:9][CH2:10][CH2:11]2)[c:12]2[c:13]1[cH:14][c:15]([Cl:16])[s:17]2\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:9]1[CH2:8][CH2:7][C:6]2([O:5][CH2:4][C:2]([F:1])([F:3])[c:13]3[c:12]2[s:17][c:15]([Cl:16])[cH:14]3)[CH2:11][CH2:10]1>CC(C)O.Cl.O.[Na+].O>[F:1][C:2]1([F:3])[CH2:4][O:5][C:6]2([CH2:7][CH2:8][NH:9][CH2:10][CH2:11]2)[c:12]2[c:13]1[cH:14][c:15]([Cl:16])[s:17]2\"}",
"reactionStep": {
"id": "sa_b75d7ed509a8e7bd3981e996",
"reactionHash": "bfe979d67e6de0d603526a167bd536dd627766f67ec08146601bf1efad5a658d"
},
"children": [
{
"id": "11831",
"routeId": "sa_296e3a6a1089ce4fa93e7df7",
"moleculeId": "sa_2087e306f44f61e87269a383",
"parentId": "11830",
"isLeaf": true,
"molecule": {
"id": "sa_2087e306f44f61e87269a383",
"inchikey": "CJZBPDGXEFFTMB-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12"
},
"smiles": "CC(C)(C)OC(=O)N1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}