Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)Cc1cc(CNS(=O)(=O)Cc2ccc3ccccc3c2)nn1-c1ccc(F)cc1
InChiKey
MKKPPSRXVSHTNH-UHFFFAOYSA-N
Route Signature
38e0d4348079444ce99ae3c23784ca7834d2c779c5f6450490f40535ab3d78c7
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_13859587b436420efbbe4c7e",
"signature": "38e0d4348079444ce99ae3c23784ca7834d2c779c5f6450490f40535ab3d78c7",
"contentHash": "00909c0a0cd8db42c3d024fd40decb661120c1fceea5516b2d38efe20e2ec09c",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_ed15b516ea3a799624837db0",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02686",
"moleculeId": "sa_9e15086c9dea9e2fd294e6eb",
"smiles": "CC(C)Cc1cc(CNS(=O)(=O)Cc2ccc3ccccc3c2)nn1-c1ccc(F)cc1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_9e15086c9dea9e2fd294e6eb",
"inchikey": "MKKPPSRXVSHTNH-UHFFFAOYSA-N",
"smiles": "CC(C)Cc1cc(CNS(=O)(=O)Cc2ccc3ccccc3c2)nn1-c1ccc(F)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10835",
"routeId": "sa_13859587b436420efbbe4c7e",
"moleculeId": "sa_9e15086c9dea9e2fd294e6eb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9e15086c9dea9e2fd294e6eb",
"inchikey": "MKKPPSRXVSHTNH-UHFFFAOYSA-N",
"smiles": "CC(C)Cc1cc(CNS(=O)(=O)Cc2ccc3ccccc3c2)nn1-c1ccc(F)cc1"
},
"smiles": "CC(C)Cc1cc(CNS(=O)(=O)Cc2ccc3ccccc3c2)nn1-c1ccc(F)cc1",
"reactionStepId": "sa_2cce36f912fe346f9e9ccfd3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150329533A1;0275;1786010\",\"rsmi\":\"Cl[S:10](=[O:11])(=[O:12])[CH2:13][c:14]1[cH:15][c:16]2[cH:17][cH:18][cH:19][cH:20][c:21]2[cH:22][cH:23]1.[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH2:8][NH2:9])[n:24][n:25]1-[c:26]1[cH:27][cH:28][c:29]([F:30])[cH:31][cH:32]1>CCN(CC)CC.ClCCl>[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH2:8][NH:9][S:10](=[O:11])(=[O:12])[CH2:13][c:14]2[cH:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[cH:22][cH:23]2)[n:24][n:25]1-[c:26]1[cH:27][cH:28][c:29]([F:30])[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[S:10](=[O:11])(=[O:12])[CH2:13][c:14]1[cH:15][c:16]2[cH:17][cH:18][cH:19][cH:20][c:21]2[cH:22][cH:23]1.[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH2:8][NH2:9])[n:24][n:25]1-[c:26]1[cH:27][cH:28][c:29]([F:30])[cH:31][cH:32]1>CCN(CC)CC.ClCCl>[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH2:8][NH:9][S:10](=[O:11])(=[O:12])[CH2:13][c:14]2[cH:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[cH:22][cH:23]2)[n:24][n:25]1-[c:26]1[cH:27][cH:28][c:29]([F:30])[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_2cce36f912fe346f9e9ccfd3",
"reactionHash": "c68f1a97ce0168a7f3d973d81cba2b59ed2db19e859e0c3da5661be1e46f332d"
},
"children": [
{
"id": "10836",
"routeId": "sa_13859587b436420efbbe4c7e",
"moleculeId": "sa_2a043f2632e07ca64594907e",
"parentId": "10835",
"isLeaf": false,
"molecule": {
"id": "sa_2a043f2632e07ca64594907e",
"inchikey": "OCNACWDOOBMKKG-UHFFFAOYSA-N",
"smiles": "CC(C)Cc1cc(CN)nn1-c1ccc(F)cc1"
},
"smiles": "CC(C)Cc1cc(CN)nn1-c1ccc(F)cc1",
"reactionStepId": "sa_a9f98ecf129c7f13716292ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150329533A1;0213;1785980\",\"rsmi\":\"O[N:9]=[CH:8][c:7]1[cH:6][c:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[n:11](-[c:12]2[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]2)[n:10]1>C1CCOC1.CCCCCC.CCOC(C)=O.CCOCC.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH2:8][NH2:9])[n:10][n:11]1-[c:12]1[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O[N:9]=[CH:8][c:7]1[cH:6][c:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[n:11](-[c:12]2[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]2)[n:10]1>C1CCOC1.CCCCCC.CCOC(C)=O.CCOCC.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH2:8][NH2:9])[n:10][n:11]1-[c:12]1[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_a9f98ecf129c7f13716292ec",
"reactionHash": "65fca86f57434957c5aa3f9c7f95e8ae32c48865717de84370bd9de73a189fcd"
},
"children": [
{
"id": "10837",
"routeId": "sa_13859587b436420efbbe4c7e",
"moleculeId": "sa_f9c6c3be2b815afb28d5d053",
"parentId": "10836",
"isLeaf": false,
"molecule": {
"id": "sa_f9c6c3be2b815afb28d5d053",
"inchikey": "SJXYVLKZLQWFPM-UHFFFAOYSA-N",
"smiles": "CC(C)Cc1cc(C=NO)nn1-c1ccc(F)cc1"
},
"smiles": "CC(C)Cc1cc(C=NO)nn1-c1ccc(F)cc1",
"reactionStepId": "sa_63f3d246d5403cb43b67c07e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150329533A1;0211;1785979\",\"rsmi\":\"O=[CH:8][c:7]1[cH:6][c:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[n:12](-[c:13]2[cH:14][cH:15][c:16]([F:17])[cH:18][cH:19]2)[n:11]1.[NH2:9][OH:10]>CCN(CC)CC.Cl.ClCCl>[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH:8]=[N:9][OH:10])[n:11][n:12]1-[c:13]1[cH:14][cH:15][c:16]([F:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=[CH:8][c:7]1[cH:6][c:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[n:12](-[c:13]2[cH:14][cH:15][c:16]([F:17])[cH:18][cH:19]2)[n:11]1.[NH2:9][OH:10]>CCN(CC)CC.Cl.ClCCl>[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH:8]=[N:9][OH:10])[n:11][n:12]1-[c:13]1[cH:14][cH:15][c:16]([F:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_63f3d246d5403cb43b67c07e",
"reactionHash": "9efcb1fd02893c62fab5d582454551524339c9320b752846b42c68474fe78ee6"
},
"children": [
{
"id": "10838",
"routeId": "sa_13859587b436420efbbe4c7e",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "10837",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10839",
"routeId": "sa_13859587b436420efbbe4c7e",
"moleculeId": "sa_7ac1087b61485ec376267e20",
"parentId": "10837",
"isLeaf": false,
"molecule": {
"id": "sa_7ac1087b61485ec376267e20",
"inchikey": "MLMABFZDMQPCLP-UHFFFAOYSA-N",
"smiles": "CC(C)Cc1cc(C=O)nn1-c1ccc(F)cc1"
},
"smiles": "CC(C)Cc1cc(C=O)nn1-c1ccc(F)cc1",
"reactionStepId": "sa_36bcf1b36df2930e5ee41308",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150329533A1;0196;1785972\",\"rsmi\":\"CCO[C:8]([c:7]1[cH:6][c:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[n:11](-[c:12]2[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]2)[n:10]1)=[O:9]>CC(C)C[Al+]CC(C)C.CO.Cl.ClCCl.O.[HH]>[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH:8]=[O:9])[n:10][n:11]1-[c:12]1[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"CCO[C:8]([c:7]1[cH:6][c:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[n:11](-[c:12]2[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]2)[n:10]1)=[O:9]>CC(C)C[Al+]CC(C)C.CO.Cl.ClCCl.O.[HH]>[CH3:1][CH:2]([CH3:3])[CH2:4][c:5]1[cH:6][c:7]([CH:8]=[O:9])[n:10][n:11]1-[c:12]1[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_36bcf1b36df2930e5ee41308",
"reactionHash": "b17cbd2393148d691624b6e37dae540105bf39a1216961f274c042e0f5c9cfcb"
},
"children": [
{
"id": "10840",
"routeId": "sa_13859587b436420efbbe4c7e",
"moleculeId": "sa_466118e47c688159b71bcdde",
"parentId": "10839",
"isLeaf": true,
"molecule": {
"id": "sa_466118e47c688159b71bcdde",
"inchikey": "NBYWJMLRRVXOSS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(CC(C)C)n(-c2ccc(F)cc2)n1"
},
"smiles": "CCOC(=O)c1cc(CC(C)C)n(-c2ccc(F)cc2)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "10841",
"routeId": "sa_13859587b436420efbbe4c7e",
"moleculeId": "sa_aabb921b03cf26bc8bbc6072",
"parentId": "10835",
"isLeaf": false,
"molecule": {
"id": "sa_aabb921b03cf26bc8bbc6072",
"inchikey": "PJHVZZODQMXUDU-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)Cc1ccc2ccccc2c1"
},
"smiles": "O=S(=O)(Cl)Cc1ccc2ccccc2c1",
"reactionStepId": "sa_ed66454239c49ce725a83846",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150329533A1;0263;1786004\",\"rsmi\":\"O=S(Cl)[Cl:4].O[S:2](=[O:1])(=[O:3])[CH2:5][c:6]1[cH:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15]1>CCCCCC.CCOC(C)=O.CN(C)C=O.ClCCl.[Na+]>[O:1]=[S:2](=[O:3])([Cl:4])[CH2:5][c:6]1[cH:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:4].O[S:2](=[O:1])(=[O:3])[CH2:5][c:6]1[cH:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15]1>CCCCCC.CCOC(C)=O.CN(C)C=O.ClCCl.[Na+]>[O:1]=[S:2](=[O:3])([Cl:4])[CH2:5][c:6]1[cH:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_ed66454239c49ce725a83846",
"reactionHash": "0f07af73bfc0839c0faab892e49a7a12a2ac0ff84fef6f68541f6d7ebf5eeb01"
},
"children": [
{
"id": "10842",
"routeId": "sa_13859587b436420efbbe4c7e",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "10841",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10843",
"routeId": "sa_13859587b436420efbbe4c7e",
"moleculeId": "sa_ae2599852751718ccdf54641",
"parentId": "10841",
"isLeaf": true,
"molecule": {
"id": "sa_ae2599852751718ccdf54641",
"inchikey": "IHYQMTYKGRHILX-UHFFFAOYSA-N",
"smiles": "O=S(=O)(O)Cc1ccc2ccccc2c1"
},
"smiles": "O=S(=O)(O)Cc1ccc2ccccc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}