Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]cnc23)c1
InChiKey
DJEGBPYPWMKTHF-UHFFFAOYSA-N
Route Signature
4beea82fa41156e67555ab23986a174f4a454da40475067cfe21250da0f38c5e
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_39fb4e09b25b466b1e90d6d8",
"signature": "4beea82fa41156e67555ab23986a174f4a454da40475067cfe21250da0f38c5e",
"contentHash": "b3f62ee630e93e763e2f915451405f824bf6045c984489bdba6037a73a105e52",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_4c7adbff5c00ef9b9fd1d913",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00423",
"moleculeId": "sa_ebf0eabfad1695af817dae05",
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]cnc23)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ebf0eabfad1695af817dae05",
"inchikey": "DJEGBPYPWMKTHF-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]cnc23)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4268",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_ebf0eabfad1695af817dae05",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ebf0eabfad1695af817dae05",
"inchikey": "DJEGBPYPWMKTHF-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]cnc23)c1"
},
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]cnc23)c1",
"reactionStepId": "sa_8c90fe5b1551c774fef9b357",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100286192A1;0661;971675\",\"rsmi\":\"Br[c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14][c:15]3[c:16]2[n:17][cH:18][nH:19]3)[cH:20]1.[N:1]#[CH:2]>CN(C)C=O.C#N.[Zn+2]>[N:1]#[C:2][c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14][c:15]3[c:16]2[n:17][cH:18][nH:19]3)[cH:20]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14][c:15]3[c:16]2[n:17][cH:18][nH:19]3)[cH:20]1.[N:1]#[CH:2]>CN(C)C=O.C#N.[Zn+2]>[N:1]#[C:2][c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14][c:15]3[c:16]2[n:17][cH:18][nH:19]3)[cH:20]1\"}",
"reactionStep": {
"id": "sa_8c90fe5b1551c774fef9b357",
"reactionHash": "e458623c112b1293b31a49f45f742f8c2ae2e17b2bea4b6277d117435422227f"
},
"children": [
{
"id": "4269",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "4268",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4270",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_c70ecdc016c1e121c93f3b17",
"parentId": "4268",
"isLeaf": false,
"molecule": {
"id": "sa_c70ecdc016c1e121c93f3b17",
"inchikey": "UZCPNZFOEFSAOY-UHFFFAOYSA-N",
"smiles": "Clc1cc(Br)cc(Oc2c(Cl)ccc3[nH]cnc23)c1"
},
"smiles": "Clc1cc(Br)cc(Oc2c(Cl)ccc3[nH]cnc23)c1",
"reactionStepId": "sa_6899e24d7d91d56eb4075d4b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100286192A1;0660;971674\",\"rsmi\":\"O=[CH:14]O.[Cl:1][c:2]1[cH:3][c:4]([O:5][c:6]2[c:7]([Cl:8])[cH:9][cH:10][c:11]([NH2:15])[c:12]2[NH2:13])[cH:16][c:17]([Br:18])[cH:19]1>>[Cl:1][c:2]1[cH:3][c:4]([O:5][c:6]2[c:7]([Cl:8])[cH:9][cH:10][c:11]3[c:12]2[n:13][cH:14][nH:15]3)[cH:16][c:17]([Br:18])[cH:19]1\"},\"mapped_reaction_smiles\":\"O=[CH:14]O.[Cl:1][c:2]1[cH:3][c:4]([O:5][c:6]2[c:7]([Cl:8])[cH:9][cH:10][c:11]([NH2:15])[c:12]2[NH2:13])[cH:16][c:17]([Br:18])[cH:19]1>>[Cl:1][c:2]1[cH:3][c:4]([O:5][c:6]2[c:7]([Cl:8])[cH:9][cH:10][c:11]3[c:12]2[n:13][cH:14][nH:15]3)[cH:16][c:17]([Br:18])[cH:19]1\"}",
"reactionStep": {
"id": "sa_6899e24d7d91d56eb4075d4b",
"reactionHash": "1abea259985db755cfba1c2eb3e026cbecb67cc062fb667cb7d89ec04c4ece21"
},
"children": [
{
"id": "4271",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_3bff5ea8042027b95a7e61c6",
"parentId": "4270",
"isLeaf": true,
"molecule": {
"id": "sa_3bff5ea8042027b95a7e61c6",
"inchikey": "BDAGIHXWWSANSR-UHFFFAOYSA-N",
"smiles": "O=CO"
},
"smiles": "O=CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4272",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_9bfbdbeca886acf1c71f3d0b",
"parentId": "4270",
"isLeaf": false,
"molecule": {
"id": "sa_9bfbdbeca886acf1c71f3d0b",
"inchikey": "XPQQSMRRLRIVFS-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cl)c(Oc2cc(Cl)cc(Br)c2)c1N"
},
"smiles": "Nc1ccc(Cl)c(Oc2cc(Cl)cc(Br)c2)c1N",
"reactionStepId": "sa_f8f7521b90e1e7dedab4002f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100286192A1;0647;971666\",\"rsmi\":\"O=[N+:18]([O-])[c:17]1[c:2]([NH2:1])[cH:3][cH:4][c:5]([Cl:6])[c:7]1[O:8][c:9]1[cH:10][c:11]([Br:12])[cH:13][c:14]([Cl:15])[cH:16]1>CO.Cl[Sn]Cl.N#N.O.O>[NH2:1][c:2]1[cH:3][cH:4][c:5]([Cl:6])[c:7]([O:8][c:9]2[cH:10][c:11]([Br:12])[cH:13][c:14]([Cl:15])[cH:16]2)[c:17]1[NH2:18]\"},\"mapped_reaction_smiles\":\"O=[N+:18]([O-])[c:17]1[c:2]([NH2:1])[cH:3][cH:4][c:5]([Cl:6])[c:7]1[O:8][c:9]1[cH:10][c:11]([Br:12])[cH:13][c:14]([Cl:15])[cH:16]1>CO.Cl[Sn]Cl.N#N.O.O>[NH2:1][c:2]1[cH:3][cH:4][c:5]([Cl:6])[c:7]([O:8][c:9]2[cH:10][c:11]([Br:12])[cH:13][c:14]([Cl:15])[cH:16]2)[c:17]1[NH2:18]\"}",
"reactionStep": {
"id": "sa_f8f7521b90e1e7dedab4002f",
"reactionHash": "dbee0ca43175241b42003e727e5e1c00e0acdcc2e541300c7de0f94272b4bbc5"
},
"children": [
{
"id": "4273",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_85059244347e9f2d76373090",
"parentId": "4272",
"isLeaf": false,
"molecule": {
"id": "sa_85059244347e9f2d76373090",
"inchikey": "DZNKJRQCMXHKHU-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cl)c(Oc2cc(Cl)cc(Br)c2)c1[N+](=O)[O-]"
},
"smiles": "Nc1ccc(Cl)c(Oc2cc(Cl)cc(Br)c2)c1[N+](=O)[O-]",
"reactionStepId": "sa_c8e0e4c486326866f11fb651",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100286192A1;0646;971665\",\"rsmi\":\"C[N+](C)(C)[NH2:1].[cH:2]1[c:3]([N+:4](=[O:5])[O-:6])[c:7]([O:8][c:9]2[cH:10][c:11]([Br:12])[cH:13][c:14]([Cl:15])[cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1>CC(C)(C)O.CN(C)C=O.Cl[Cu].I.[K+]>[NH2:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[c:7]([O:8][c:9]2[cH:10][c:11]([Br:12])[cH:13][c:14]([Cl:15])[cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"C[N+](C)(C)[NH2:1].[cH:2]1[c:3]([N+:4](=[O:5])[O-:6])[c:7]([O:8][c:9]2[cH:10][c:11]([Br:12])[cH:13][c:14]([Cl:15])[cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1>CC(C)(C)O.CN(C)C=O.Cl[Cu].I.[K+]>[NH2:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[c:7]([O:8][c:9]2[cH:10][c:11]([Br:12])[cH:13][c:14]([Cl:15])[cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_c8e0e4c486326866f11fb651",
"reactionHash": "c3db3f21739e97661c916d2cc1a5e9ea45a369003899ce0a562bc9db17218883"
},
"children": [
{
"id": "4274",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_ef61b0a54d7ca72a5730c32f",
"parentId": "4273",
"isLeaf": false,
"molecule": {
"id": "sa_ef61b0a54d7ca72a5730c32f",
"inchikey": "AETWZMQAYAKLNR-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc(Cl)c1Oc1cc(Cl)cc(Br)c1"
},
"smiles": "O=[N+]([O-])c1cccc(Cl)c1Oc1cc(Cl)cc(Br)c1",
"reactionStepId": "sa_d45480ca1bb72cdf95ce3ba0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100286192A1;0645;971664\",\"rsmi\":\"Cl[c:10]1[c:4]([N+:2](=[O:1])[O-:3])[cH:5][cH:6][cH:7][c:8]1[Cl:9].[OH:11][c:12]1[cH:13][c:14]([Br:15])[cH:16][c:17]([Cl:18])[cH:19]1>CN1CCCC1=O.O=C(O)O.Cl.[K+].[K+].N>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([Cl:9])[c:10]1[O:11][c:12]1[cH:13][c:14]([Br:15])[cH:16][c:17]([Cl:18])[cH:19]1\"},\"mapped_reaction_smiles\":\"Cl[c:10]1[c:4]([N+:2](=[O:1])[O-:3])[cH:5][cH:6][cH:7][c:8]1[Cl:9].[OH:11][c:12]1[cH:13][c:14]([Br:15])[cH:16][c:17]([Cl:18])[cH:19]1>CN1CCCC1=O.O=C(O)O.Cl.[K+].[K+].N>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([Cl:9])[c:10]1[O:11][c:12]1[cH:13][c:14]([Br:15])[cH:16][c:17]([Cl:18])[cH:19]1\"}",
"reactionStep": {
"id": "sa_d45480ca1bb72cdf95ce3ba0",
"reactionHash": "01a89055aa8edb8cb9002bee587655646188503edc94e1cf5078ef403a1dc059"
},
"children": [
{
"id": "4275",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_cbe06722558f7f93f1babc3c",
"parentId": "4274",
"isLeaf": true,
"molecule": {
"id": "sa_cbe06722558f7f93f1babc3c",
"inchikey": "CMVQZRLQEOAYSW-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc(Cl)c1Cl"
},
"smiles": "O=[N+]([O-])c1cccc(Cl)c1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4276",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_b0e012e3bba3820c4813e7ec",
"parentId": "4274",
"isLeaf": true,
"molecule": {
"id": "sa_b0e012e3bba3820c4813e7ec",
"inchikey": "GMGWXLPFRHYWAS-UHFFFAOYSA-N",
"smiles": "Oc1cc(Cl)cc(Br)c1"
},
"smiles": "Oc1cc(Cl)cc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4277",
"routeId": "sa_39fb4e09b25b466b1e90d6d8",
"moleculeId": "sa_e73edd7a0af719660e92f06c",
"parentId": "4273",
"isLeaf": true,
"molecule": {
"id": "sa_e73edd7a0af719660e92f06c",
"inchikey": "ZSXLAJUILPSSLE-UHFFFAOYSA-N",
"smiles": "C[N+](C)(C)N"
},
"smiles": "C[N+](C)(C)N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}