Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1=NOC(c2ccc(Cl)cc2)(c2ccc(N)c(C)c2)C1
InChiKey
YSHHQASKXAAILM-UHFFFAOYSA-N
Route Signature
30ba98e2f26ebf140bd02e4f73537d20994e8b52e307824c3c14717bed5863de
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_61a52490ef40137b7c1e06b5",
"signature": "30ba98e2f26ebf140bd02e4f73537d20994e8b52e307824c3c14717bed5863de",
"contentHash": "0e081b643eac96003b97577141f07255f96f9bece214fcb1b0e27aa3d21984d0",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_750bdb72f55eb50d67709fe7",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01562",
"moleculeId": "sa_05cee64b19c509d017ba25eb",
"smiles": "CC1=NOC(c2ccc(Cl)cc2)(c2ccc(N)c(C)c2)C1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_05cee64b19c509d017ba25eb",
"inchikey": "YSHHQASKXAAILM-UHFFFAOYSA-N",
"smiles": "CC1=NOC(c2ccc(Cl)cc2)(c2ccc(N)c(C)c2)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "5727",
"routeId": "sa_61a52490ef40137b7c1e06b5",
"moleculeId": "sa_05cee64b19c509d017ba25eb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_05cee64b19c509d017ba25eb",
"inchikey": "YSHHQASKXAAILM-UHFFFAOYSA-N",
"smiles": "CC1=NOC(c2ccc(Cl)cc2)(c2ccc(N)c(C)c2)C1"
},
"smiles": "CC1=NOC(c2ccc(Cl)cc2)(c2ccc(N)c(C)c2)C1",
"reactionStepId": "sa_ec26f288af21b4f0175c19e7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050250822A1;0726;299304\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:18][c:17]1[c:15]([CH3:16])[cH:14][c:13]([C:5]2([c:6]3[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]3)[O:4][N:3]=[C:2]([CH3:1])[CH2:21]2)[cH:20][cH:19]1>O=C(O)C(F)(F)F>[CH3:1][C:2]1=[N:3][O:4][C:5]([c:6]2[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]2)([c:13]2[cH:14][c:15]([CH3:16])[c:17]([NH2:18])[cH:19][cH:20]2)[CH2:21]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:18][c:17]1[c:15]([CH3:16])[cH:14][c:13]([C:5]2([c:6]3[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]3)[O:4][N:3]=[C:2]([CH3:1])[CH2:21]2)[cH:20][cH:19]1>O=C(O)C(F)(F)F>[CH3:1][C:2]1=[N:3][O:4][C:5]([c:6]2[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]2)([c:13]2[cH:14][c:15]([CH3:16])[c:17]([NH2:18])[cH:19][cH:20]2)[CH2:21]1\"}",
"reactionStep": {
"id": "sa_ec26f288af21b4f0175c19e7",
"reactionHash": "682e14f7e56ec689c2d28390966236d82d2508315d73cafae2d5495f64133b90"
},
"children": [
{
"id": "5728",
"routeId": "sa_61a52490ef40137b7c1e06b5",
"moleculeId": "sa_46679835cbd3dfade86683a4",
"parentId": "5727",
"isLeaf": false,
"molecule": {
"id": "sa_46679835cbd3dfade86683a4",
"inchikey": "AEPRVKLNKDIHGQ-UHFFFAOYSA-N",
"smiles": "CC1=NOC(c2ccc(Cl)cc2)(c2ccc(NC(=O)OC(C)(C)C)c(C)c2)C1"
},
"smiles": "CC1=NOC(c2ccc(Cl)cc2)(c2ccc(NC(=O)OC(C)(C)C)c(C)c2)C1",
"reactionStepId": "sa_a15c22b3173ce92fd02aa0a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050250822A1;0724;299303\",\"rsmi\":\"[C:5]([c:6]1[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]1)([c:13]1[cH:14][c:15]([CH3:16])[c:17]([NH:18][C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[cH:26][cH:27]1)=[CH2:28].[CH3:1][CH:2]=[N:3][OH:4]>CCN(CC)CC.CN(C)C=O.O>[CH3:1][C:2]1=[N:3][O:4][C:5]([c:6]2[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]2)([c:13]2[cH:14][c:15]([CH3:16])[c:17]([NH:18][C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[cH:26][cH:27]2)[CH2:28]1\"},\"mapped_reaction_smiles\":\"[C:5]([c:6]1[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]1)([c:13]1[cH:14][c:15]([CH3:16])[c:17]([NH:18][C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[cH:26][cH:27]1)=[CH2:28].[CH3:1][CH:2]=[N:3][OH:4]>CCN(CC)CC.CN(C)C=O.O>[CH3:1][C:2]1=[N:3][O:4][C:5]([c:6]2[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]2)([c:13]2[cH:14][c:15]([CH3:16])[c:17]([NH:18][C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[cH:26][cH:27]2)[CH2:28]1\"}",
"reactionStep": {
"id": "sa_a15c22b3173ce92fd02aa0a5",
"reactionHash": "de01811ed2dd7c534fd9cb507816c0794773721e3102c12bdc3e240d27807db3"
},
"children": [
{
"id": "5729",
"routeId": "sa_61a52490ef40137b7c1e06b5",
"moleculeId": "sa_824f2488ad1fb879415f80dc",
"parentId": "5728",
"isLeaf": true,
"molecule": {
"id": "sa_824f2488ad1fb879415f80dc",
"inchikey": "FZENGILVLUJGJX-UHFFFAOYSA-N",
"smiles": "CC=NO"
},
"smiles": "CC=NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5730",
"routeId": "sa_61a52490ef40137b7c1e06b5",
"moleculeId": "sa_d3ad3eb96e89b83a5c511b28",
"parentId": "5728",
"isLeaf": false,
"molecule": {
"id": "sa_d3ad3eb96e89b83a5c511b28",
"inchikey": "GTXBWECXVXIUAB-UHFFFAOYSA-N",
"smiles": "C=C(c1ccc(Cl)cc1)c1ccc(NC(=O)OC(C)(C)C)c(C)c1"
},
"smiles": "C=C(c1ccc(Cl)cc1)c1ccc(NC(=O)OC(C)(C)C)c(C)c1",
"reactionStepId": "sa_147a62c95a556321ea4f9eaa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050250822A1;0721;299302\",\"rsmi\":\"O[C:2]([CH3:1])([c:3]1[cH:4][cH:5][c:6]([Cl:7])[cH:8][cH:9]1)[c:10]1[cH:11][c:12]([CH3:13])[c:14]([NH:15][C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24]1>ClCCCl.O>[CH2:1]=[C:2]([c:3]1[cH:4][cH:5][c:6]([Cl:7])[cH:8][cH:9]1)[c:10]1[cH:11][c:12]([CH3:13])[c:14]([NH:15][C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O[C:2]([CH3:1])([c:3]1[cH:4][cH:5][c:6]([Cl:7])[cH:8][cH:9]1)[c:10]1[cH:11][c:12]([CH3:13])[c:14]([NH:15][C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24]1>ClCCCl.O>[CH2:1]=[C:2]([c:3]1[cH:4][cH:5][c:6]([Cl:7])[cH:8][cH:9]1)[c:10]1[cH:11][c:12]([CH3:13])[c:14]([NH:15][C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_147a62c95a556321ea4f9eaa",
"reactionHash": "81d3cb1b68356bf651f6dbdd101088de25e1efa0737e4c9a3f4ca16be8d648a9"
},
"children": [
{
"id": "5731",
"routeId": "sa_61a52490ef40137b7c1e06b5",
"moleculeId": "sa_8eaf2433991897b6c941f26c",
"parentId": "5730",
"isLeaf": false,
"molecule": {
"id": "sa_8eaf2433991897b6c941f26c",
"inchikey": "IGZLOPQYZZQSGK-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(C)(O)c2ccc(Cl)cc2)ccc1NC(=O)OC(C)(C)C"
},
"smiles": "Cc1cc(C(C)(O)c2ccc(Cl)cc2)ccc1NC(=O)OC(C)(C)C",
"reactionStepId": "sa_2dac938e1a08debde731a640",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050250822A1;0719;299301\",\"rsmi\":\"I[c:14]1[cH:13][cH:12][c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[c:2]([CH3:1])[cH:25]1.[C:15]([CH3:16])(=[O:17])[c:18]1[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]1>COC(C)(C)C.Cl.[Li]CCCC.N>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][c:14]([C:15]([CH3:16])([OH:17])[c:18]2[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]2)[cH:25]1\"},\"mapped_reaction_smiles\":\"I[c:14]1[cH:13][cH:12][c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[c:2]([CH3:1])[cH:25]1.[C:15]([CH3:16])(=[O:17])[c:18]1[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]1>COC(C)(C)C.Cl.[Li]CCCC.N>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][c:14]([C:15]([CH3:16])([OH:17])[c:18]2[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]2)[cH:25]1\"}",
"reactionStep": {
"id": "sa_2dac938e1a08debde731a640",
"reactionHash": "b182a2dd021c7108df5a25ddd6a641f89a634f67a06c84709aa379b4262c0e70"
},
"children": [
{
"id": "5732",
"routeId": "sa_61a52490ef40137b7c1e06b5",
"moleculeId": "sa_d3ecdb0c7cb9f2865e2a2a94",
"parentId": "5731",
"isLeaf": true,
"molecule": {
"id": "sa_d3ecdb0c7cb9f2865e2a2a94",
"inchikey": "BUZYGTVTZYSBCU-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc(Cl)cc1"
},
"smiles": "CC(=O)c1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5733",
"routeId": "sa_61a52490ef40137b7c1e06b5",
"moleculeId": "sa_5ffa995a793a5e44025c4002",
"parentId": "5731",
"isLeaf": false,
"molecule": {
"id": "sa_5ffa995a793a5e44025c4002",
"inchikey": "MWSFDHVVTSPHOF-UHFFFAOYSA-N",
"smiles": "Cc1cc(I)ccc1NC(=O)OC(C)(C)C"
},
"smiles": "Cc1cc(I)ccc1NC(=O)OC(C)(C)C",
"reactionStepId": "sa_577f0dfeb399c52d11a65b7e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050250822A1;0606;299274\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11].[CH3:1][c:2]1[c:3]([NH2:4])[cH:12][cH:13][c:14]([I:15])[cH:16]1>Cc1ccccc1.O>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][c:14]([I:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11].[CH3:1][c:2]1[c:3]([NH2:4])[cH:12][cH:13][c:14]([I:15])[cH:16]1>Cc1ccccc1.O>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][c:14]([I:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_577f0dfeb399c52d11a65b7e",
"reactionHash": "bc1d3b77d0bc23af160b2f946712f5ea2f7b705d28aa854a8862c6e4413aa83a"
},
"children": [
{
"id": "5734",
"routeId": "sa_61a52490ef40137b7c1e06b5",
"moleculeId": "sa_5ed84c68d599e29b8348e53b",
"parentId": "5733",
"isLeaf": true,
"molecule": {
"id": "sa_5ed84c68d599e29b8348e53b",
"inchikey": "BGKLFAQCHHCZRZ-UHFFFAOYSA-N",
"smiles": "Cc1cc(I)ccc1N"
},
"smiles": "Cc1cc(I)ccc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5735",
"routeId": "sa_61a52490ef40137b7c1e06b5",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "5733",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}