Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCNc1nc(N)nc(C)c1Sc1ccc(CC(=O)O)cc1
InChiKey
HXRNYXLTPCZGSC-UHFFFAOYSA-N
Route Signature
a8484de8e37f3d5eaafc6b6bc5c035d726ea9f2286b51ffc60c61208068a1d1f
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f70fff7c4feb286adb7b5eff",
"signature": "a8484de8e37f3d5eaafc6b6bc5c035d726ea9f2286b51ffc60c61208068a1d1f",
"contentHash": "a5abbf58fd9d7d2887f22fab9b613abd14c4002809ea35c3059917de5986cd98",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_b9145d7d9d9ee38330085827",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00412",
"moleculeId": "sa_6d3e8c662e7b09338396ea90",
"smiles": "CCCCNc1nc(N)nc(C)c1Sc1ccc(CC(=O)O)cc1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6d3e8c662e7b09338396ea90",
"inchikey": "HXRNYXLTPCZGSC-UHFFFAOYSA-N",
"smiles": "CCCCNc1nc(N)nc(C)c1Sc1ccc(CC(=O)O)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13214",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_6d3e8c662e7b09338396ea90",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6d3e8c662e7b09338396ea90",
"inchikey": "HXRNYXLTPCZGSC-UHFFFAOYSA-N",
"smiles": "CCCCNc1nc(N)nc(C)c1Sc1ccc(CC(=O)O)cc1"
},
"smiles": "CCCCNc1nc(N)nc(C)c1Sc1ccc(CC(=O)O)cc1",
"reactionStepId": "sa_ca234f5a228db70feb92ee08",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08765939B2;1077;1477359\",\"rsmi\":\"CC[OH:22].N#[C:20][CH2:19][c:18]1[cH:17][cH:16][c:15]([S:14][c:13]2[c:6]([NH:5][CH2:4][CH2:3][CH2:2][CH3:1])[n:7][c:8]([NH2:9])[n:10][c:11]2[CH3:12])[cH:24][cH:23]1.[OH2:21]>[K+]>[CH3:1][CH2:2][CH2:3][CH2:4][NH:5][c:6]1[n:7][c:8]([NH2:9])[n:10][c:11]([CH3:12])[c:13]1[S:14][c:15]1[cH:16][cH:17][c:18]([CH2:19][C:20](=[O:21])[OH:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"CC[OH:22].N#[C:20][CH2:19][c:18]1[cH:17][cH:16][c:15]([S:14][c:13]2[c:6]([NH:5][CH2:4][CH2:3][CH2:2][CH3:1])[n:7][c:8]([NH2:9])[n:10][c:11]2[CH3:12])[cH:24][cH:23]1.[OH2:21]>[K+]>[CH3:1][CH2:2][CH2:3][CH2:4][NH:5][c:6]1[n:7][c:8]([NH2:9])[n:10][c:11]([CH3:12])[c:13]1[S:14][c:15]1[cH:16][cH:17][c:18]([CH2:19][C:20](=[O:21])[OH:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_ca234f5a228db70feb92ee08",
"reactionHash": "fc6b47b0bd65fe8f69e291bed1695547c5a6676f6dfb1ca53ce80efe6d477ba8"
},
"children": [
{
"id": "13215",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "13214",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13216",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_f12d4794af07ce3f83dcbf47",
"parentId": "13214",
"isLeaf": false,
"molecule": {
"id": "sa_f12d4794af07ce3f83dcbf47",
"inchikey": "OHPHAOOZTUHRLO-UHFFFAOYSA-N",
"smiles": "CCCCNc1nc(N)nc(C)c1Sc1ccc(CC#N)cc1"
},
"smiles": "CCCCNc1nc(N)nc(C)c1Sc1ccc(CC#N)cc1",
"reactionStepId": "sa_40c057741159ea942c097095",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08765939B2;1075;1477358\",\"rsmi\":\"Cl[c:6]1[n:7][c:8]([NH2:9])[n:10][c:11]([CH3:12])[c:13]1[S:14][c:15]1[cH:16][cH:17][c:18]([CH2:19][C:20]#[N:21])[cH:22][cH:23]1.[CH3:1][CH2:2][CH2:3][CH2:4][NH2:5]>CCCCO>[CH3:1][CH2:2][CH2:3][CH2:4][NH:5][c:6]1[n:7][c:8]([NH2:9])[n:10][c:11]([CH3:12])[c:13]1[S:14][c:15]1[cH:16][cH:17][c:18]([CH2:19][C:20]#[N:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[n:7][c:8]([NH2:9])[n:10][c:11]([CH3:12])[c:13]1[S:14][c:15]1[cH:16][cH:17][c:18]([CH2:19][C:20]#[N:21])[cH:22][cH:23]1.[CH3:1][CH2:2][CH2:3][CH2:4][NH2:5]>CCCCO>[CH3:1][CH2:2][CH2:3][CH2:4][NH:5][c:6]1[n:7][c:8]([NH2:9])[n:10][c:11]([CH3:12])[c:13]1[S:14][c:15]1[cH:16][cH:17][c:18]([CH2:19][C:20]#[N:21])[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_40c057741159ea942c097095",
"reactionHash": "f7e4bf4af39620093bebf4e7c13d5190723331e7d8de2f68efcd729828b41f4b"
},
"children": [
{
"id": "13217",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_64eefa968e042e54a646e619",
"parentId": "13216",
"isLeaf": true,
"molecule": {
"id": "sa_64eefa968e042e54a646e619",
"inchikey": "HQABUPZFAYXKJW-UHFFFAOYSA-N",
"smiles": "CCCCN"
},
"smiles": "CCCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13218",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_f5a72481e47f265ef1ad3b63",
"parentId": "13216",
"isLeaf": false,
"molecule": {
"id": "sa_f5a72481e47f265ef1ad3b63",
"inchikey": "WOJUWVHOVFEKLM-UHFFFAOYSA-N",
"smiles": "Cc1nc(N)nc(Cl)c1Sc1ccc(CC#N)cc1"
},
"smiles": "Cc1nc(N)nc(Cl)c1Sc1ccc(CC#N)cc1",
"reactionStepId": "sa_7b1a3aaa58393c9e2d67590c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08765939B2;1072;1477357\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:15].O[c:14]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13]2)[c:2]([CH3:1])[n:19][c:17]([NH2:18])[n:16]1>>[CH3:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13]2)[c:14]([Cl:15])[n:16][c:17]([NH2:18])[n:19]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:15].O[c:14]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13]2)[c:2]([CH3:1])[n:19][c:17]([NH2:18])[n:16]1>>[CH3:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13]2)[c:14]([Cl:15])[n:16][c:17]([NH2:18])[n:19]1\"}",
"reactionStep": {
"id": "sa_7b1a3aaa58393c9e2d67590c",
"reactionHash": "56cf91017e227ff78688d0a3d7a5c00a41c6e78d57d53dfc96a343044c55c719"
},
"children": [
{
"id": "13219",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_4603fdb31ae602e919b46225",
"parentId": "13218",
"isLeaf": false,
"molecule": {
"id": "sa_4603fdb31ae602e919b46225",
"inchikey": "HNHIUSFBYALJCQ-UHFFFAOYSA-N",
"smiles": "Cc1nc(N)nc(O)c1Sc1ccc(CC#N)cc1"
},
"smiles": "Cc1nc(N)nc(O)c1Sc1ccc(CC#N)cc1",
"reactionStepId": "sa_7b46d4d663b9d215c9c1a408",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08765939B2;1070;1477356\",\"rsmi\":\"Cl[CH2:9][c:8]1[cH:7][cH:6][c:5]([S:4][c:3]2[c:2]([CH3:1])[n:19][c:17]([NH2:18])[n:16][c:14]2[OH:15])[cH:13][cH:12]1.[CH:10]#[N:11]>CN(C)C=O.CS(C)=O.O.[K+]>[CH3:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13]2)[c:14]([OH:15])[n:16][c:17]([NH2:18])[n:19]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:9][c:8]1[cH:7][cH:6][c:5]([S:4][c:3]2[c:2]([CH3:1])[n:19][c:17]([NH2:18])[n:16][c:14]2[OH:15])[cH:13][cH:12]1.[CH:10]#[N:11]>CN(C)C=O.CS(C)=O.O.[K+]>[CH3:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13]2)[c:14]([OH:15])[n:16][c:17]([NH2:18])[n:19]1\"}",
"reactionStep": {
"id": "sa_7b46d4d663b9d215c9c1a408",
"reactionHash": "f9258cde6150c44871cd3e34894e4a88a141120e87f558718562d7279cfc64ef"
},
"children": [
{
"id": "13220",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "13219",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13221",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_c4a86114482919a4391557f0",
"parentId": "13219",
"isLeaf": false,
"molecule": {
"id": "sa_c4a86114482919a4391557f0",
"inchikey": "XFKIWPDRRSAPAI-UHFFFAOYSA-N",
"smiles": "Cc1nc(N)nc(O)c1Sc1ccc(CCl)cc1"
},
"smiles": "Cc1nc(N)nc(O)c1Sc1ccc(CCl)cc1",
"reactionStepId": "sa_5281b7a5591088a4b62bf400",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08765939B2;1068;1477355\",\"rsmi\":\"O=S(Cl)[Cl:10].O[CH2:9][c:8]1[cH:7][cH:6][c:5]([S:4][c:3]2[c:2]([CH3:1])[n:18][c:16]([NH2:17])[n:15][c:13]2[OH:14])[cH:12][cH:11]1>ClCCl>[CH3:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][Cl:10])[cH:11][cH:12]2)[c:13]([OH:14])[n:15][c:16]([NH2:17])[n:18]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:10].O[CH2:9][c:8]1[cH:7][cH:6][c:5]([S:4][c:3]2[c:2]([CH3:1])[n:18][c:16]([NH2:17])[n:15][c:13]2[OH:14])[cH:12][cH:11]1>ClCCl>[CH3:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][Cl:10])[cH:11][cH:12]2)[c:13]([OH:14])[n:15][c:16]([NH2:17])[n:18]1\"}",
"reactionStep": {
"id": "sa_5281b7a5591088a4b62bf400",
"reactionHash": "e24a5754c79f9eb3480462faf780fbe83f1d43bd78a47e4629d2452ee04ec086"
},
"children": [
{
"id": "13222",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "13221",
"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": "13223",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_9763934423702a3f76c59cf8",
"parentId": "13221",
"isLeaf": false,
"molecule": {
"id": "sa_9763934423702a3f76c59cf8",
"inchikey": "XQJMJLREUABPAD-UHFFFAOYSA-N",
"smiles": "Cc1nc(N)nc(O)c1Sc1ccc(CO)cc1"
},
"smiles": "Cc1nc(N)nc(O)c1Sc1ccc(CO)cc1",
"reactionStepId": "sa_5a493481e62cd4b71f0bdc76",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08765939B2;1066;1477354\",\"rsmi\":\"Br[c:3]1[c:2]([CH3:1])[n:18][c:16]([NH2:17])[n:15][c:13]1[OH:14].[SH:4][c:5]1[cH:6][cH:7][c:8]([CH2:9][OH:10])[cH:11][cH:12]1>Cl.O.OCCO>[CH3:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][OH:10])[cH:11][cH:12]2)[c:13]([OH:14])[n:15][c:16]([NH2:17])[n:18]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[c:2]([CH3:1])[n:18][c:16]([NH2:17])[n:15][c:13]1[OH:14].[SH:4][c:5]1[cH:6][cH:7][c:8]([CH2:9][OH:10])[cH:11][cH:12]1>Cl.O.OCCO>[CH3:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][OH:10])[cH:11][cH:12]2)[c:13]([OH:14])[n:15][c:16]([NH2:17])[n:18]1\"}",
"reactionStep": {
"id": "sa_5a493481e62cd4b71f0bdc76",
"reactionHash": "9319130d58bb4a238c9915210f74f87a3a9c47845fefdd1c9036efff6b2b47eb"
},
"children": [
{
"id": "13224",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_da8f5c783f6d9da418236fd9",
"parentId": "13223",
"isLeaf": true,
"molecule": {
"id": "sa_da8f5c783f6d9da418236fd9",
"inchikey": "ADLWOFHKMXUDKF-UHFFFAOYSA-N",
"smiles": "Cc1[nH]c(=N)nc(O)c1Br"
},
"smiles": "Cc1nc(N)nc(O)c1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13225",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_b486e337336922a9c5b024c1",
"parentId": "13223",
"isLeaf": true,
"molecule": {
"id": "sa_b486e337336922a9c5b024c1",
"inchikey": "XBKHQENGCLDART-UHFFFAOYSA-N",
"smiles": "OCc1ccc(S)cc1"
},
"smiles": "OCc1ccc(S)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "13226",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "13218",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "13227",
"routeId": "sa_f70fff7c4feb286adb7b5eff",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "13214",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}