Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cccc(C)c1CCCn1c(CN2CCCCC2)nc2ccccc21
InChiKey
JHRZOLLCUXJCCB-UHFFFAOYSA-N
Route Signature
92ce22eaf99cbcbc73372120c319f4252386a3f6223df245dba539bdadda4bb1
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_2f2188ad25c564431bc56936",
"signature": "92ce22eaf99cbcbc73372120c319f4252386a3f6223df245dba539bdadda4bb1",
"contentHash": "0f1959d032460a787ff9d50b93a9772d10acd78bd3d4bcf1328c225e2e478670",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_b7094d3ac58a856e95e5cb3f",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-01959",
"moleculeId": "sa_789b9e886b8e86a665da31e0",
"smiles": "Cc1cccc(C)c1CCCn1c(CN2CCCCC2)nc2ccccc21",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_789b9e886b8e86a665da31e0",
"inchikey": "JHRZOLLCUXJCCB-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1CCCn1c(CN2CCCCC2)nc2ccccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "1645",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_789b9e886b8e86a665da31e0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_789b9e886b8e86a665da31e0",
"inchikey": "JHRZOLLCUXJCCB-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1CCCn1c(CN2CCCCC2)nc2ccccc21"
},
"smiles": "Cc1cccc(C)c1CCCn1c(CN2CCCCC2)nc2ccccc21",
"reactionStepId": "sa_9b5a48d34fde1dcef1f23758",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130172342A1;0111;1388524\",\"rsmi\":\"Br[CH2:11][CH2:10][CH2:9][c:8]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[CH3:7].[nH:12]1[c:13]([CH2:14][N:15]2[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]2)[n:21][c:22]2[c:23]1[cH:24][cH:25][cH:26][cH:27]2>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[CH2:9][CH2:10][CH2:11][n:12]1[c:13]([CH2:14][N:15]2[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]2)[n:21][c:22]2[c:23]1[cH:24][cH:25][cH:26][cH:27]2\"},\"mapped_reaction_smiles\":\"Br[CH2:11][CH2:10][CH2:9][c:8]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[CH3:7].[nH:12]1[c:13]([CH2:14][N:15]2[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]2)[n:21][c:22]2[c:23]1[cH:24][cH:25][cH:26][cH:27]2>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[CH2:9][CH2:10][CH2:11][n:12]1[c:13]([CH2:14][N:15]2[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]2)[n:21][c:22]2[c:23]1[cH:24][cH:25][cH:26][cH:27]2\"}",
"reactionStep": {
"id": "sa_9b5a48d34fde1dcef1f23758",
"reactionHash": "d5afbfadc4f772bea253ecc52b28a0765063ce96b5ec95778a475cf0bbe6a7cc"
},
"children": [
{
"id": "1646",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_20d057e1aac770b0b06fe8f7",
"parentId": "1645",
"isLeaf": false,
"molecule": {
"id": "sa_20d057e1aac770b0b06fe8f7",
"inchikey": "RIHCFYVNOAZOIP-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1CCCBr"
},
"smiles": "Cc1cccc(C)c1CCCBr",
"reactionStepId": "sa_bd53b2f76b43b261c0c03309",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130172342A1;0110;1388523\",\"rsmi\":\"BrC(Br)(Br)[Br:12].O[CH2:11][CH2:10][CH2:9][c:8]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[CH3:7]>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[CH2:9][CH2:10][CH2:11][Br:12]\"},\"mapped_reaction_smiles\":\"BrC(Br)(Br)[Br:12].O[CH2:11][CH2:10][CH2:9][c:8]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[CH3:7]>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[CH2:9][CH2:10][CH2:11][Br:12]\"}",
"reactionStep": {
"id": "sa_bd53b2f76b43b261c0c03309",
"reactionHash": "d00d84c885d3379ac6dd9ad7061085434c01f2bffb007ff2455e9638d8a2819e"
},
"children": [
{
"id": "1647",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_d501d4f8f72e8d66ad5e01cb",
"parentId": "1646",
"isLeaf": true,
"molecule": {
"id": "sa_d501d4f8f72e8d66ad5e01cb",
"inchikey": "HJUGFYREWKUQJT-UHFFFAOYSA-N",
"smiles": "BrC(Br)(Br)Br"
},
"smiles": "BrC(Br)(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1648",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_37992bb1eca973a34ef33725",
"parentId": "1646",
"isLeaf": false,
"molecule": {
"id": "sa_37992bb1eca973a34ef33725",
"inchikey": "SNJVDOODHQKLGZ-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1CCCO"
},
"smiles": "Cc1cccc(C)c1CCCO",
"reactionStepId": "sa_ee7b91d3eee008b424ebab2d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130172342A1;0109;1388522\",\"rsmi\":\"[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[C:9]#[C:10][CH2:11][OH:12]>CCO.O=[Pt]=O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[CH2:9][CH2:10][CH2:11][OH:12]\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[C:9]#[C:10][CH2:11][OH:12]>CCO.O=[Pt]=O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[CH2:9][CH2:10][CH2:11][OH:12]\"}",
"reactionStep": {
"id": "sa_ee7b91d3eee008b424ebab2d",
"reactionHash": "bc0b2c17375a6774d78358721ace358bb31e649d2253357e9f37933a5ed103a6"
},
"children": [
{
"id": "1649",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_6c11b512d353e774bbd18170",
"parentId": "1648",
"isLeaf": false,
"molecule": {
"id": "sa_6c11b512d353e774bbd18170",
"inchikey": "JKIADTOLOHDNDY-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1C#CCO"
},
"smiles": "Cc1cccc(C)c1C#CCO",
"reactionStepId": "sa_9afa1f505232320ef14bb456",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130172342A1;0108;1388521\",\"rsmi\":\"I[c:8]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[CH3:7].[CH:9]#[C:10][CH2:11][OH:12]>C1CCOC1.CC(C)NC(C)C.[Cu]I.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[C:9]#[C:10][CH2:11][OH:12]\"},\"mapped_reaction_smiles\":\"I[c:8]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[CH3:7].[CH:9]#[C:10][CH2:11][OH:12]>C1CCOC1.CC(C)NC(C)C.[Cu]I.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[C:9]#[C:10][CH2:11][OH:12]\"}",
"reactionStep": {
"id": "sa_9afa1f505232320ef14bb456",
"reactionHash": "068cecdd37e537bdde95db6c48e78d412abd951bd4ac096acda387f46e6b9f1c"
},
"children": [
{
"id": "1650",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_e22a6153a47cf187ef38b611",
"parentId": "1649",
"isLeaf": true,
"molecule": {
"id": "sa_e22a6153a47cf187ef38b611",
"inchikey": "QTUGGVBKWIYQSS-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1I"
},
"smiles": "Cc1cccc(C)c1I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1651",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_c58a4b616256a73ac49fb169",
"parentId": "1649",
"isLeaf": true,
"molecule": {
"id": "sa_c58a4b616256a73ac49fb169",
"inchikey": "TVDSBUOJIPERQY-UHFFFAOYSA-N",
"smiles": "C#CCO"
},
"smiles": "C#CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "1652",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_c20d838020a5a62861fc3444",
"parentId": "1645",
"isLeaf": false,
"molecule": {
"id": "sa_c20d838020a5a62861fc3444",
"inchikey": "VBHJBDZRUQCCBW-UHFFFAOYSA-N",
"smiles": "c1ccc2[nH]c(CN3CCCCC3)nc2c1"
},
"smiles": "c1ccc2[nH]c(CN3CCCCC3)nc2c1",
"reactionStepId": "sa_56a55b007ab9d54c10643bca",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130172342A1;0104;1388519\",\"rsmi\":\"Cl[CH2:9][c:8]1[nH:7][c:4]2[c:3]([cH:2][cH:1][cH:6][cH:5]2)[n:16]1.[NH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]1>CCN(CC)CC.CN(C)C=O.O>[cH:1]1[cH:2][c:3]2[c:4]([cH:5][cH:6]1)[nH:7][c:8]([CH2:9][N:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]1)[n:16]2\"},\"mapped_reaction_smiles\":\"Cl[CH2:9][c:8]1[nH:7][c:4]2[c:3]([cH:2][cH:1][cH:6][cH:5]2)[n:16]1.[NH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]1>CCN(CC)CC.CN(C)C=O.O>[cH:1]1[cH:2][c:3]2[c:4]([cH:5][cH:6]1)[nH:7][c:8]([CH2:9][N:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]1)[n:16]2\"}",
"reactionStep": {
"id": "sa_56a55b007ab9d54c10643bca",
"reactionHash": "803adaed51e0f532c75c221ed0caae3c0432382f97a2a7076a499241754baaa3"
},
"children": [
{
"id": "1653",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_60b03dbd902de8f42159b182",
"parentId": "1652",
"isLeaf": true,
"molecule": {
"id": "sa_60b03dbd902de8f42159b182",
"inchikey": "NQRYJNQNLNOLGT-UHFFFAOYSA-N",
"smiles": "C1CCNCC1"
},
"smiles": "C1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1654",
"routeId": "sa_2f2188ad25c564431bc56936",
"moleculeId": "sa_a73b20ba30bde4e6aece4101",
"parentId": "1652",
"isLeaf": true,
"molecule": {
"id": "sa_a73b20ba30bde4e6aece4101",
"inchikey": "SPMLMLQATWNZEE-UHFFFAOYSA-N",
"smiles": "ClCc1nc2ccccc2[nH]1"
},
"smiles": "ClCc1nc2ccccc2[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}