Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCc1nc2c(N)nc3ccccc3c2n1Cc1cc(-c2ccc(F)cc2)no1
InChiKey
ZOILPPWZEZCOIK-UHFFFAOYSA-N
Route Signature
4d78767d0c93a6bd26b5f5db9ce0d749da9acbda354be94fdffab3993b544fa9
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e351159bded2aee4bfaef420",
"signature": "4d78767d0c93a6bd26b5f5db9ce0d749da9acbda354be94fdffab3993b544fa9",
"contentHash": "67c75fbd4e93f45824ad00a035673e2fe5be6a9756802056dd75f3d328890647",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_22a5ec3ae6fe5e36391258cc",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00449",
"moleculeId": "sa_b7dbc07f47901961e4951580",
"smiles": "CCCc1nc2c(N)nc3ccccc3c2n1Cc1cc(-c2ccc(F)cc2)no1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b7dbc07f47901961e4951580",
"inchikey": "ZOILPPWZEZCOIK-UHFFFAOYSA-N",
"smiles": "CCCc1nc2c(N)nc3ccccc3c2n1Cc1cc(-c2ccc(F)cc2)no1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13300",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_b7dbc07f47901961e4951580",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b7dbc07f47901961e4951580",
"inchikey": "ZOILPPWZEZCOIK-UHFFFAOYSA-N",
"smiles": "CCCc1nc2c(N)nc3ccccc3c2n1Cc1cc(-c2ccc(F)cc2)no1"
},
"smiles": "CCCc1nc2c(N)nc3ccccc3c2n1Cc1cc(-c2ccc(F)cc2)no1",
"reactionStepId": "sa_4406288e8ddf969254a0d281",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07915281B2;1033;1063627\",\"rsmi\":\"Cl[c:15]1[c:6]2[n:5][c:4]([CH2:3][CH2:2][CH3:1])[n:17]([CH2:18][c:19]3[cH:20][c:21](-[c:22]4[cH:23][cH:24][c:25]([F:26])[cH:27][cH:28]4)[n:29][o:30]3)[c:7]2[c:8]2[c:9]([cH:10][cH:11][cH:12][cH:13]2)[n:14]1.[NH3:16]>CO>[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[c:7]([c:8]3[c:9]([cH:10][cH:11][cH:12][cH:13]3)[n:14][c:15]2[NH2:16])[n:17]1[CH2:18][c:19]1[cH:20][c:21](-[c:22]2[cH:23][cH:24][c:25]([F:26])[cH:27][cH:28]2)[n:29][o:30]1\"},\"mapped_reaction_smiles\":\"Cl[c:15]1[c:6]2[n:5][c:4]([CH2:3][CH2:2][CH3:1])[n:17]([CH2:18][c:19]3[cH:20][c:21](-[c:22]4[cH:23][cH:24][c:25]([F:26])[cH:27][cH:28]4)[n:29][o:30]3)[c:7]2[c:8]2[c:9]([cH:10][cH:11][cH:12][cH:13]2)[n:14]1.[NH3:16]>CO>[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[c:7]([c:8]3[c:9]([cH:10][cH:11][cH:12][cH:13]3)[n:14][c:15]2[NH2:16])[n:17]1[CH2:18][c:19]1[cH:20][c:21](-[c:22]2[cH:23][cH:24][c:25]([F:26])[cH:27][cH:28]2)[n:29][o:30]1\"}",
"reactionStep": {
"id": "sa_4406288e8ddf969254a0d281",
"reactionHash": "b4ab7b4ecf40299f93aabcbcf7624ea64ace771b729c52c73001873d240538b5"
},
"children": [
{
"id": "13301",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_fe93c89dfe3e98aace12f84c",
"parentId": "13300",
"isLeaf": false,
"molecule": {
"id": "sa_fe93c89dfe3e98aace12f84c",
"inchikey": "NSWKHPWWNWWVKE-UHFFFAOYSA-N",
"smiles": "CCCc1nc2c(Cl)nc3ccccc3c2n1Cc1cc(-c2ccc(F)cc2)no1"
},
"smiles": "CCCc1nc2c(Cl)nc3ccccc3c2n1Cc1cc(-c2ccc(F)cc2)no1",
"reactionStepId": "sa_876f476558c155a2cf74be72",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07915281B2;1032;1063626\",\"rsmi\":\"CO[C:4](OC)(OC)[CH2:3][CH2:2][CH3:1].[NH2:5][c:6]1[c:7]([NH:17][CH2:18][c:19]2[cH:20][c:21](-[c:22]3[cH:23][cH:24][c:25]([F:26])[cH:27][cH:28]3)[n:29][o:30]2)[c:8]2[c:9]([cH:10][cH:11][cH:12][cH:13]2)[n:14][c:15]1[Cl:16]>Cc1ccccc1.Cl.c1ccncc1>[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[c:7]([c:8]3[c:9]([cH:10][cH:11][cH:12][cH:13]3)[n:14][c:15]2[Cl:16])[n:17]1[CH2:18][c:19]1[cH:20][c:21](-[c:22]2[cH:23][cH:24][c:25]([F:26])[cH:27][cH:28]2)[n:29][o:30]1\"},\"mapped_reaction_smiles\":\"CO[C:4](OC)(OC)[CH2:3][CH2:2][CH3:1].[NH2:5][c:6]1[c:7]([NH:17][CH2:18][c:19]2[cH:20][c:21](-[c:22]3[cH:23][cH:24][c:25]([F:26])[cH:27][cH:28]3)[n:29][o:30]2)[c:8]2[c:9]([cH:10][cH:11][cH:12][cH:13]2)[n:14][c:15]1[Cl:16]>Cc1ccccc1.Cl.c1ccncc1>[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[c:7]([c:8]3[c:9]([cH:10][cH:11][cH:12][cH:13]3)[n:14][c:15]2[Cl:16])[n:17]1[CH2:18][c:19]1[cH:20][c:21](-[c:22]2[cH:23][cH:24][c:25]([F:26])[cH:27][cH:28]2)[n:29][o:30]1\"}",
"reactionStep": {
"id": "sa_876f476558c155a2cf74be72",
"reactionHash": "859cdba57809920d7d962f4475085d45a11d9c088ca77ac7731a8e192490a873"
},
"children": [
{
"id": "13302",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_22c1a09ad61e4f834f69636e",
"parentId": "13301",
"isLeaf": true,
"molecule": {
"id": "sa_22c1a09ad61e4f834f69636e",
"inchikey": "JAFMOTJMRSZOJE-UHFFFAOYSA-N",
"smiles": "CCCC(OC)(OC)OC"
},
"smiles": "CCCC(OC)(OC)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13303",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_b2fede75666481bd2914ed9e",
"parentId": "13301",
"isLeaf": false,
"molecule": {
"id": "sa_b2fede75666481bd2914ed9e",
"inchikey": "NKNZMIDDKJJSEW-UHFFFAOYSA-N",
"smiles": "Nc1c(Cl)nc2ccccc2c1NCc1cc(-c2ccc(F)cc2)no1"
},
"smiles": "Nc1c(Cl)nc2ccccc2c1NCc1cc(-c2ccc(F)cc2)no1",
"reactionStepId": "sa_bd498c51a8cc4d0f56697b89",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07915281B2;1015;1063621\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]([NH:4][CH2:5][c:6]2[cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([F:13])[cH:14][cH:15]3)[n:16][o:17]2)[c:18]2[cH:19][cH:20][cH:21][cH:22][c:23]2[n:24][c:25]1[Cl:26]>CC#N.[Pt]>[NH2:1][c:2]1[c:3]([NH:4][CH2:5][c:6]2[cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([F:13])[cH:14][cH:15]3)[n:16][o:17]2)[c:18]2[cH:19][cH:20][cH:21][cH:22][c:23]2[n:24][c:25]1[Cl:26]\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[c:3]([NH:4][CH2:5][c:6]2[cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([F:13])[cH:14][cH:15]3)[n:16][o:17]2)[c:18]2[cH:19][cH:20][cH:21][cH:22][c:23]2[n:24][c:25]1[Cl:26]>CC#N.[Pt]>[NH2:1][c:2]1[c:3]([NH:4][CH2:5][c:6]2[cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([F:13])[cH:14][cH:15]3)[n:16][o:17]2)[c:18]2[cH:19][cH:20][cH:21][cH:22][c:23]2[n:24][c:25]1[Cl:26]\"}",
"reactionStep": {
"id": "sa_bd498c51a8cc4d0f56697b89",
"reactionHash": "d6023120928f3cdeeb1c564019c3b50991d7ef275a95d0464992985afd9f4621"
},
"children": [
{
"id": "13304",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_43f4453fcbdc371aa7b4f0c2",
"parentId": "13303",
"isLeaf": false,
"molecule": {
"id": "sa_43f4453fcbdc371aa7b4f0c2",
"inchikey": "JKBPZGHKEOYYGV-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1c(Cl)nc2ccccc2c1NCc1cc(-c2ccc(F)cc2)no1"
},
"smiles": "O=[N+]([O-])c1c(Cl)nc2ccccc2c1NCc1cc(-c2ccc(F)cc2)no1",
"reactionStepId": "sa_3c2152bf40f8bb03ee3c58e7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07915281B2;1014;1063620\",\"rsmi\":\"Cl[C:10]([c:11]1[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]1)=[N:18][OH:19].[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([NH:6][CH2:7][C:8]#[CH:9])[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]2[n:26][c:27]1[Cl:28]>CCN(CC)CC.ClCCl>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([NH:6][CH2:7][c:8]2[cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]3)[n:18][o:19]2)[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]2[n:26][c:27]1[Cl:28]\"},\"mapped_reaction_smiles\":\"Cl[C:10]([c:11]1[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]1)=[N:18][OH:19].[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([NH:6][CH2:7][C:8]#[CH:9])[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]2[n:26][c:27]1[Cl:28]>CCN(CC)CC.ClCCl>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([NH:6][CH2:7][c:8]2[cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]3)[n:18][o:19]2)[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]2[n:26][c:27]1[Cl:28]\"}",
"reactionStep": {
"id": "sa_3c2152bf40f8bb03ee3c58e7",
"reactionHash": "c0fdafebed1f256de40cf1e66a7f21abef20b5ddb0820d227b037108dcbef010"
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"children": [
{
"id": "13305",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_c334b5567adfc068fa43599e",
"parentId": "13304",
"isLeaf": true,
"molecule": {
"id": "sa_c334b5567adfc068fa43599e",
"inchikey": "RVGJFUSNXJYDCV-UHFFFAOYSA-N",
"smiles": "C#CCNc1c([N+](=O)[O-])c(Cl)nc2ccccc12"
},
"smiles": "C#CCNc1c([N+](=O)[O-])c(Cl)nc2ccccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13306",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_4f0898d6b0208a0da614cb83",
"parentId": "13304",
"isLeaf": false,
"molecule": {
"id": "sa_4f0898d6b0208a0da614cb83",
"inchikey": "VDMJCVUEUHKGOY-UHFFFAOYSA-N",
"smiles": "ON=C(Cl)c1ccc(F)cc1"
},
"smiles": "ON=C(Cl)c1ccc(F)cc1",
"reactionStepId": "sa_190a9563b34941c879420dcc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07915281B2;0938;1063588\",\"rsmi\":\"O=C1CCC(=O)N1[Cl:4].[OH:1][N:2]=[CH:3][c:5]1[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]1>CN(C)C=O>[OH:1][N:2]=[C:3]([Cl:4])[c:5]1[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Cl:4].[OH:1][N:2]=[CH:3][c:5]1[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]1>CN(C)C=O>[OH:1][N:2]=[C:3]([Cl:4])[c:5]1[cH:6][cH:7][c:8]([F:9])[cH:10][cH:11]1\"}",
"reactionStep": {
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"reactionHash": "4fd3c18708016f95c2c41519c6112e1f2477d817c40da314579e48680099b4df"
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"children": [
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"parentId": "13306",
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"molecule": {
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"inchikey": "FSKSLWXDUJVTHE-UHFFFAOYSA-N",
"smiles": "ON=Cc1ccc(F)cc1"
},
"smiles": "ON=Cc1ccc(F)cc1",
"reactionStepId": "sa_e07ae2d8fc4ab1fea32bbaac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07915281B2;0937;1063587\",\"rsmi\":\"O=[CH:3][c:4]1[cH:5][cH:6][c:7]([F:8])[cH:9][cH:10]1.[OH:1][NH2:2]>CCO.Cl.O.[Na+].O>[OH:1][N:2]=[CH:3][c:4]1[cH:5][cH:6][c:7]([F:8])[cH:9][cH:10]1\"},\"mapped_reaction_smiles\":\"O=[CH:3][c:4]1[cH:5][cH:6][c:7]([F:8])[cH:9][cH:10]1.[OH:1][NH2:2]>CCO.Cl.O.[Na+].O>[OH:1][N:2]=[CH:3][c:4]1[cH:5][cH:6][c:7]([F:8])[cH:9][cH:10]1\"}",
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"children": [
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"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
"id": "13309",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_a61635e67688d155235136cf",
"parentId": "13307",
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"molecule": {
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"inchikey": "UOQXIWFBQSVDPP-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(F)cc1"
},
"smiles": "O=Cc1ccc(F)cc1",
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]
},
{
"id": "13310",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "13306",
"isLeaf": true,
"molecule": {
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"inchikey": "JRNVZBWKYDBUCA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Cl"
},
"smiles": "O=C1CCC(=O)N1Cl",
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]
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]
},
{
"id": "13311",
"routeId": "sa_e351159bded2aee4bfaef420",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "13300",
"isLeaf": true,
"molecule": {
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"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
}