Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1ccc(F)c(-c2c(F)cc(C3(C#N)CCOCC3)cc2F)n1
InChiKey
IGFOFNFCXYNHKP-UHFFFAOYSA-N
Route Signature
33a38359ff28b1b897bcc881c8484923cda99cc429b4560400fe42952559594d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_3f73ac2b693a065f6532b28d",
"signature": "33a38359ff28b1b897bcc881c8484923cda99cc429b4560400fe42952559594d",
"contentHash": "d51174899d5d11e5a26d67c2697b3105e908c7517d871254abeeef4222ed3898",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_5fc238e18231dbdc4fbbb2ef",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04666",
"moleculeId": "sa_51c97b3864849a68c3751257",
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(C3(C#N)CCOCC3)cc2F)n1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_51c97b3864849a68c3751257",
"inchikey": "IGFOFNFCXYNHKP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(C3(C#N)CCOCC3)cc2F)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15500",
"routeId": "sa_3f73ac2b693a065f6532b28d",
"moleculeId": "sa_51c97b3864849a68c3751257",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_51c97b3864849a68c3751257",
"inchikey": "IGFOFNFCXYNHKP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(C3(C#N)CCOCC3)cc2F)n1"
},
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(C3(C#N)CCOCC3)cc2F)n1",
"reactionStepId": "sa_c81a2ad7ac403d3bb4222ebe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140228363A1;0457;1564440\",\"rsmi\":\"Br[CH2:16][CH2:17][O:18][CH2:19][CH2:20]Br.[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH2:13][C:14]#[N:15])[cH:21][c:22]2[F:23])[c:24]([F:25])[cH:26][cH:27]1>CS(C)=O.O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([C:13]3([C:14]#[N:15])[CH2:16][CH2:17][O:18][CH2:19][CH2:20]3)[cH:21][c:22]2[F:23])[c:24]([F:25])[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"Br[CH2:16][CH2:17][O:18][CH2:19][CH2:20]Br.[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH2:13][C:14]#[N:15])[cH:21][c:22]2[F:23])[c:24]([F:25])[cH:26][cH:27]1>CS(C)=O.O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([C:13]3([C:14]#[N:15])[CH2:16][CH2:17][O:18][CH2:19][CH2:20]3)[cH:21][c:22]2[F:23])[c:24]([F:25])[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_c81a2ad7ac403d3bb4222ebe",
"reactionHash": "30da415c310f381de49fcb951e43110167a9cbe180b6253dd1c080bf65d6e78e"
},
"children": [
{
"id": "15501",
"routeId": "sa_3f73ac2b693a065f6532b28d",
"moleculeId": "sa_c1aaec416684b11781ab3d0b",
"parentId": "15500",
"isLeaf": false,
"molecule": {
"id": "sa_c1aaec416684b11781ab3d0b",
"inchikey": "CUGLLDIXLDZLEX-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(CC#N)cc2F)n1"
},
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(CC#N)cc2F)n1",
"reactionStepId": "sa_2a557be3540c2c727206c71d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140228363A1;0451;1564439\",\"rsmi\":\"Br[CH2:13][c:12]1[cH:11][c:9]([F:10])[c:8](-[c:7]2[n:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:22][cH:21][c:19]2[F:20])[c:17]([F:18])[cH:16]1.C[C:14]#[N:15]>O.C#N.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH2:13][C:14]#[N:15])[cH:16][c:17]2[F:18])[c:19]([F:20])[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"Br[CH2:13][c:12]1[cH:11][c:9]([F:10])[c:8](-[c:7]2[n:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:22][cH:21][c:19]2[F:20])[c:17]([F:18])[cH:16]1.C[C:14]#[N:15]>O.C#N.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH2:13][C:14]#[N:15])[cH:16][c:17]2[F:18])[c:19]([F:20])[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_2a557be3540c2c727206c71d",
"reactionHash": "d3959c7a034c2cf7056dd9353129e9959cd3d33a61f8ffe5fb9b9117856803eb"
},
"children": [
{
"id": "15502",
"routeId": "sa_3f73ac2b693a065f6532b28d",
"moleculeId": "sa_cb2f472d8f36e7b29d02b8c4",
"parentId": "15501",
"isLeaf": false,
"molecule": {
"id": "sa_cb2f472d8f36e7b29d02b8c4",
"inchikey": "CBKWMUICTRNZKT-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(CBr)cc2F)n1"
},
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(CBr)cc2F)n1",
"reactionStepId": "sa_86fe125002c2a77b45f6b440",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140228363A1;0449;1564438\",\"rsmi\":\"Br[Br:14].O[CH2:13][c:12]1[cH:11][c:9]([F:10])[c:8](-[c:7]2[n:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:21][cH:20][c:18]2[F:19])[c:16]([F:17])[cH:15]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH2:13][Br:14])[cH:15][c:16]2[F:17])[c:18]([F:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Br[Br:14].O[CH2:13][c:12]1[cH:11][c:9]([F:10])[c:8](-[c:7]2[n:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:21][cH:20][c:18]2[F:19])[c:16]([F:17])[cH:15]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH2:13][Br:14])[cH:15][c:16]2[F:17])[c:18]([F:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_86fe125002c2a77b45f6b440",
"reactionHash": "48ff0d58df1d638d0e9cfb704848c647e5bfb5cee77589cbf93ab2cf7ff44efb"
},
"children": [
{
"id": "15503",
"routeId": "sa_3f73ac2b693a065f6532b28d",
"moleculeId": "sa_24211e89e565c162ea935f73",
"parentId": "15502",
"isLeaf": true,
"molecule": {
"id": "sa_24211e89e565c162ea935f73",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15504",
"routeId": "sa_3f73ac2b693a065f6532b28d",
"moleculeId": "sa_e8867ec790e737f8146a62fa",
"parentId": "15502",
"isLeaf": false,
"molecule": {
"id": "sa_e8867ec790e737f8146a62fa",
"inchikey": "XHTYZFNPLGFTNP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(CO)cc2F)n1"
},
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(CO)cc2F)n1",
"reactionStepId": "sa_bde03e87755d71ab4e8a4368",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140228363A1;0264;1564381\",\"rsmi\":\"[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH:13]=[O:14])[cH:15][c:16]2[F:17])[c:18]([F:19])[cH:20][cH:21]1>C1CCOC1.O.B.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH2:13][OH:14])[cH:15][c:16]2[F:17])[c:18]([F:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH:13]=[O:14])[cH:15][c:16]2[F:17])[c:18]([F:19])[cH:20][cH:21]1>C1CCOC1.O.B.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7](-[c:8]2[c:9]([F:10])[cH:11][c:12]([CH2:13][OH:14])[cH:15][c:16]2[F:17])[c:18]([F:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_bde03e87755d71ab4e8a4368",
"reactionHash": "09d469c9536f8f538ec2a890812fdcbb58f56e34903df0ef0c0cf98fa3f7f222"
},
"children": [
{
"id": "15505",
"routeId": "sa_3f73ac2b693a065f6532b28d",
"moleculeId": "sa_19ae642f05e06ae8b6a4f05e",
"parentId": "15504",
"isLeaf": true,
"molecule": {
"id": "sa_19ae642f05e06ae8b6a4f05e",
"inchikey": "BRWDGCNNMDNRLC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(C=O)cc2F)n1"
},
"smiles": "COC(=O)c1ccc(F)c(-c2c(F)cc(C=O)cc2F)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
},
{
"id": "15506",
"routeId": "sa_3f73ac2b693a065f6532b28d",
"moleculeId": "sa_94d2c90dcb818823484fce3a",
"parentId": "15501",
"isLeaf": true,
"molecule": {
"id": "sa_94d2c90dcb818823484fce3a",
"inchikey": "WEVYAHXRMPXWCK-UHFFFAOYSA-N",
"smiles": "CC#N"
},
"smiles": "CC#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15507",
"routeId": "sa_3f73ac2b693a065f6532b28d",
"moleculeId": "sa_6774b3d76e2c0302c817ef16",
"parentId": "15500",
"isLeaf": true,
"molecule": {
"id": "sa_6774b3d76e2c0302c817ef16",
"inchikey": "FOZVXADQAHVUSV-UHFFFAOYSA-N",
"smiles": "BrCCOCCBr"
},
"smiles": "BrCCOCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}