Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccn2cc(-c3ccc(C#CCCN4CCCC4)cc3)nc2c1
InChiKey
VUGXDYMVZJBBGO-UHFFFAOYSA-N
Route Signature
203aee8123e27aecec639f3487781e68a4f9dd454912fcb4b96a079b8093b176
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_54f048f61dd4f256f8af335d",
"signature": "203aee8123e27aecec639f3487781e68a4f9dd454912fcb4b96a079b8093b176",
"contentHash": "16a1e1e2bd8a0f9a232a33f32e3666659fba7ea8262cd26f04cac22f875be174",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_d4c4d6271af2e7a93eb534d5",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01923",
"moleculeId": "sa_40111a57e3a28e9dbc71ec39",
"smiles": "Cc1ccn2cc(-c3ccc(C#CCCN4CCCC4)cc3)nc2c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_40111a57e3a28e9dbc71ec39",
"inchikey": "VUGXDYMVZJBBGO-UHFFFAOYSA-N",
"smiles": "Cc1ccn2cc(-c3ccc(C#CCCN4CCCC4)cc3)nc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14583",
"routeId": "sa_54f048f61dd4f256f8af335d",
"moleculeId": "sa_40111a57e3a28e9dbc71ec39",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_40111a57e3a28e9dbc71ec39",
"inchikey": "VUGXDYMVZJBBGO-UHFFFAOYSA-N",
"smiles": "Cc1ccn2cc(-c3ccc(C#CCCN4CCCC4)cc3)nc2c1"
},
"smiles": "Cc1ccn2cc(-c3ccc(C#CCCN4CCCC4)cc3)nc2c1",
"reactionStepId": "sa_eae63015ae5fffe66a740c85",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050043348A1;0324;230954\",\"rsmi\":\"CS(=O)(=O)O[CH2:14][CH2:13][C:12]#[C:11][c:10]1[cH:9][cH:8][c:7](-[c:6]2[n:5][c:4]3[cH:3][c:2]([CH3:1])[cH:25][cH:24][n:23]3[cH:22]2)[cH:21][cH:20]1.[NH:15]1[CH2:16][CH2:17][CH2:18][CH2:19]1>CC#N.CCOC(C)=O.CO.ClCCl.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([C:11]#[C:12][CH2:13][CH2:14][N:15]4[CH2:16][CH2:17][CH2:18][CH2:19]4)[cH:20][cH:21]3)[cH:22][n:23]2[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:14][CH2:13][C:12]#[C:11][c:10]1[cH:9][cH:8][c:7](-[c:6]2[n:5][c:4]3[cH:3][c:2]([CH3:1])[cH:25][cH:24][n:23]3[cH:22]2)[cH:21][cH:20]1.[NH:15]1[CH2:16][CH2:17][CH2:18][CH2:19]1>CC#N.CCOC(C)=O.CO.ClCCl.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([C:11]#[C:12][CH2:13][CH2:14][N:15]4[CH2:16][CH2:17][CH2:18][CH2:19]4)[cH:20][cH:21]3)[cH:22][n:23]2[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_eae63015ae5fffe66a740c85",
"reactionHash": "95a2e419091ba95a6d6d9dfdcbdf9c8b58ba443381162724a3e5110e12b9efb6"
},
"children": [
{
"id": "14584",
"routeId": "sa_54f048f61dd4f256f8af335d",
"moleculeId": "sa_9f51a0aa17655208d4bc4740",
"parentId": "14583",
"isLeaf": false,
"molecule": {
"id": "sa_9f51a0aa17655208d4bc4740",
"inchikey": "IFNGHRJUZUAHEK-UHFFFAOYSA-N",
"smiles": "Cc1ccn2cc(-c3ccc(C#CCCOS(C)(=O)=O)cc3)nc2c1"
},
"smiles": "Cc1ccn2cc(-c3ccc(C#CCCOS(C)(=O)=O)cc3)nc2c1",
"reactionStepId": "sa_fb8c680278b39cfed4bef993",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050043348A1;0320;230952\",\"rsmi\":\"Cl[S:16]([CH3:17])(=[O:18])=[O:19].[CH3:1][c:2]1[cH:3][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([C:11]#[C:12][CH2:13][CH2:14][OH:15])[cH:20][cH:21]3)[cH:22][n:23]2[cH:24][cH:25]1>ClCCl.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([C:11]#[C:12][CH2:13][CH2:14][O:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20][cH:21]3)[cH:22][n:23]2[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Cl[S:16]([CH3:17])(=[O:18])=[O:19].[CH3:1][c:2]1[cH:3][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([C:11]#[C:12][CH2:13][CH2:14][OH:15])[cH:20][cH:21]3)[cH:22][n:23]2[cH:24][cH:25]1>ClCCl.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([C:11]#[C:12][CH2:13][CH2:14][O:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20][cH:21]3)[cH:22][n:23]2[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_fb8c680278b39cfed4bef993",
"reactionHash": "ca1d0aeb8e87deb05071a78dad623e40c56e241bdd39cea0eb8d73153278cdfd"
},
"children": [
{
"id": "14585",
"routeId": "sa_54f048f61dd4f256f8af335d",
"moleculeId": "sa_7056fcfc1d235cace628ecd7",
"parentId": "14584",
"isLeaf": false,
"molecule": {
"id": "sa_7056fcfc1d235cace628ecd7",
"inchikey": "DRTDCDANVGKLES-UHFFFAOYSA-N",
"smiles": "Cc1ccn2cc(-c3ccc(C#CCCO)cc3)nc2c1"
},
"smiles": "Cc1ccn2cc(-c3ccc(C#CCCO)cc3)nc2c1",
"reactionStepId": "sa_42bf63a1fd30c28541dce23a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050043348A1;0318;230951\",\"rsmi\":\"Br[c:10]1[cH:9][cH:8][c:7](-[c:6]2[n:5][c:4]3[cH:3][c:2]([CH3:1])[cH:21][cH:20][n:19]3[cH:18]2)[cH:17][cH:16]1.[CH:11]#[C:12][CH2:13][CH2:14][OH:15]>CC#N.CCN(CC)CC.[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][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([C:11]#[C:12][CH2:13][CH2:14][OH:15])[cH:16][cH:17]3)[cH:18][n:19]2[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Br[c:10]1[cH:9][cH:8][c:7](-[c:6]2[n:5][c:4]3[cH:3][c:2]([CH3:1])[cH:21][cH:20][n:19]3[cH:18]2)[cH:17][cH:16]1.[CH:11]#[C:12][CH2:13][CH2:14][OH:15]>CC#N.CCN(CC)CC.[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][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([C:11]#[C:12][CH2:13][CH2:14][OH:15])[cH:16][cH:17]3)[cH:18][n:19]2[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_42bf63a1fd30c28541dce23a",
"reactionHash": "e8010cbd35c03ea08e6972a99e5e800555c508343363a2c4fda33d979ac670cb"
},
"children": [
{
"id": "14586",
"routeId": "sa_54f048f61dd4f256f8af335d",
"moleculeId": "sa_a5903e66321aa3bb66f9563d",
"parentId": "14585",
"isLeaf": false,
"molecule": {
"id": "sa_a5903e66321aa3bb66f9563d",
"inchikey": "AFYSTHGPBTXVDY-UHFFFAOYSA-N",
"smiles": "Cc1ccn2cc(-c3ccc(Br)cc3)nc2c1"
},
"smiles": "Cc1ccn2cc(-c3ccc(Br)cc3)nc2c1",
"reactionStepId": "sa_c5c827398acf0aece9433a35",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050043348A1;0316;230950\",\"rsmi\":\"O=[C:6]([c:7]1[cH:8][cH:9][c:10]([Br:11])[cH:12][cH:13]1)[CH2:14]Br.[CH3:1][c:2]1[cH:3][c:4]([NH2:5])[n:15][cH:16][cH:17]1>CCO>[CH3:1][c:2]1[cH:3][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([Br:11])[cH:12][cH:13]3)[cH:14][n:15]2[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=[C:6]([c:7]1[cH:8][cH:9][c:10]([Br:11])[cH:12][cH:13]1)[CH2:14]Br.[CH3:1][c:2]1[cH:3][c:4]([NH2:5])[n:15][cH:16][cH:17]1>CCO>[CH3:1][c:2]1[cH:3][c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][c:10]([Br:11])[cH:12][cH:13]3)[cH:14][n:15]2[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_c5c827398acf0aece9433a35",
"reactionHash": "32ea658ede464b09d1343e9ed928dadaef52b0683f30d2329cadf4dde14454f4"
},
"children": [
{
"id": "14587",
"routeId": "sa_54f048f61dd4f256f8af335d",
"moleculeId": "sa_083aec6797bb3df3ad05f67d",
"parentId": "14586",
"isLeaf": true,
"molecule": {
"id": "sa_083aec6797bb3df3ad05f67d",
"inchikey": "FKJSFKCZZIXQIP-UHFFFAOYSA-N",
"smiles": "O=C(CBr)c1ccc(Br)cc1"
},
"smiles": "O=C(CBr)c1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14588",
"routeId": "sa_54f048f61dd4f256f8af335d",
"moleculeId": "sa_527202065c212b99f42042eb",
"parentId": "14586",
"isLeaf": true,
"molecule": {
"id": "sa_527202065c212b99f42042eb",
"inchikey": "ORLGLBZRQYOWNA-UHFFFAOYSA-N",
"smiles": "Cc1ccnc(N)c1"
},
"smiles": "Cc1ccnc(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14589",
"routeId": "sa_54f048f61dd4f256f8af335d",
"moleculeId": "sa_d009da6254080832452cf53e",
"parentId": "14585",
"isLeaf": true,
"molecule": {
"id": "sa_d009da6254080832452cf53e",
"inchikey": "OTJZCIYGRUNXTP-UHFFFAOYSA-N",
"smiles": "C#CCCO"
},
"smiles": "C#CCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14590",
"routeId": "sa_54f048f61dd4f256f8af335d",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "14584",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14591",
"routeId": "sa_54f048f61dd4f256f8af335d",
"moleculeId": "sa_62377f86fd21f04e8ff496ef",
"parentId": "14583",
"isLeaf": true,
"molecule": {
"id": "sa_62377f86fd21f04e8ff496ef",
"inchikey": "RWRDLPDLKQPQOW-UHFFFAOYSA-N",
"smiles": "C1CCNC1"
},
"smiles": "C1CCNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}