Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCNC(=O)c1cccc(-c2cn3nc(Nc4ccccc4C#N)nc3cn2)c1
InChiKey
JTIHIUUQTWIFRC-UHFFFAOYSA-N
Route Signature
0124fb39df0312d7f8148b7cf5be08eacd98c61ba893a426886a78ca0393c655
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_12358f3e0745a98026f4c9a9",
"signature": "0124fb39df0312d7f8148b7cf5be08eacd98c61ba893a426886a78ca0393c655",
"contentHash": "f7e1ef7540d90fa10909115d16778b8b8cd50816faa521c284586b625b4adb54",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_080731af79366584b4686e0e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07096",
"moleculeId": "sa_5aa3e9026d1aafb5e4ecb0ad",
"smiles": "CCNC(=O)c1cccc(-c2cn3nc(Nc4ccccc4C#N)nc3cn2)c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_5aa3e9026d1aafb5e4ecb0ad",
"inchikey": "JTIHIUUQTWIFRC-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1cccc(-c2cn3nc(Nc4ccccc4C#N)nc3cn2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16117",
"routeId": "sa_12358f3e0745a98026f4c9a9",
"moleculeId": "sa_5aa3e9026d1aafb5e4ecb0ad",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5aa3e9026d1aafb5e4ecb0ad",
"inchikey": "JTIHIUUQTWIFRC-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1cccc(-c2cn3nc(Nc4ccccc4C#N)nc3cn2)c1"
},
"smiles": "CCNC(=O)c1cccc(-c2cn3nc(Nc4ccccc4C#N)nc3cn2)c1",
"reactionStepId": "sa_9e7d71389ce4ca2414337d45",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160207928A1;0789;1909764\",\"rsmi\":\"O[C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH:14][c:15]4[c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21][cH:22]4)[n:23][c:24]3[cH:25][n:26]2)[cH:27][cH:28][cH:29]1.[CH3:1][CH2:2][NH2:3]>C1CCOC1.CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[PH](F)(F)(F)(F)F.O>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH:14][c:15]4[c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21][cH:22]4)[n:23][c:24]3[cH:25][n:26]2)[cH:27][cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"O[C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH:14][c:15]4[c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21][cH:22]4)[n:23][c:24]3[cH:25][n:26]2)[cH:27][cH:28][cH:29]1.[CH3:1][CH2:2][NH2:3]>C1CCOC1.CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[PH](F)(F)(F)(F)F.O>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH:14][c:15]4[c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21][cH:22]4)[n:23][c:24]3[cH:25][n:26]2)[cH:27][cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_9e7d71389ce4ca2414337d45",
"reactionHash": "cab0e37105c74d49dc81d5746d159b6ae2879425af25abf214c6dd714a29958a"
},
"children": [
{
"id": "16118",
"routeId": "sa_12358f3e0745a98026f4c9a9",
"moleculeId": "sa_89fd0a98f6b54999b99c6e8f",
"parentId": "16117",
"isLeaf": true,
"molecule": {
"id": "sa_89fd0a98f6b54999b99c6e8f",
"inchikey": "QUSNBJAOOMFDIB-UHFFFAOYSA-N",
"smiles": "CCN"
},
"smiles": "CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16119",
"routeId": "sa_12358f3e0745a98026f4c9a9",
"moleculeId": "sa_7b9fd4c77985d69d3d253bc3",
"parentId": "16117",
"isLeaf": false,
"molecule": {
"id": "sa_7b9fd4c77985d69d3d253bc3",
"inchikey": "UAKFSLOZRRZWES-UHFFFAOYSA-N",
"smiles": "N#Cc1ccccc1Nc1nc2cnc(-c3cccc(C(=O)O)c3)cn2n1"
},
"smiles": "N#Cc1ccccc1Nc1nc2cnc(-c3cccc(C(=O)O)c3)cn2n1",
"reactionStepId": "sa_d526c79ee62a56f83f4713dd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160207928A1;0616;1909717\",\"rsmi\":\"CC[O:18][C:16]([c:15]1[cH:14][cH:13][cH:12][c:11](-[c:10]2[cH:9][n:8]3[n:7][c:6]([NH:5][c:4]4[c:3]([C:2]#[N:1])[cH:27][cH:26][cH:25][cH:24]4)[n:23][c:22]3[cH:21][n:20]2)[cH:19]1)=[O:17]>C1CCOC1.CO.Cl.[Na+].O>[N:1]#[C:2][c:3]1[c:4]([NH:5][c:6]2[n:7][n:8]3[cH:9][c:10](-[c:11]4[cH:12][cH:13][cH:14][c:15]([C:16](=[O:17])[OH:18])[cH:19]4)[n:20][cH:21][c:22]3[n:23]2)[cH:24][cH:25][cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"CC[O:18][C:16]([c:15]1[cH:14][cH:13][cH:12][c:11](-[c:10]2[cH:9][n:8]3[n:7][c:6]([NH:5][c:4]4[c:3]([C:2]#[N:1])[cH:27][cH:26][cH:25][cH:24]4)[n:23][c:22]3[cH:21][n:20]2)[cH:19]1)=[O:17]>C1CCOC1.CO.Cl.[Na+].O>[N:1]#[C:2][c:3]1[c:4]([NH:5][c:6]2[n:7][n:8]3[cH:9][c:10](-[c:11]4[cH:12][cH:13][cH:14][c:15]([C:16](=[O:17])[OH:18])[cH:19]4)[n:20][cH:21][c:22]3[n:23]2)[cH:24][cH:25][cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_d526c79ee62a56f83f4713dd",
"reactionHash": "f73618528a844b6f4b3e44c4a101b1c7f51f189acba29ad3054344db93353f6e"
},
"children": [
{
"id": "16120",
"routeId": "sa_12358f3e0745a98026f4c9a9",
"moleculeId": "sa_031715b66519c46acba97d2c",
"parentId": "16119",
"isLeaf": false,
"molecule": {
"id": "sa_031715b66519c46acba97d2c",
"inchikey": "QOUAYVKYIZBHOL-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cccc(-c2cn3nc(Nc4ccccc4C#N)nc3cn2)c1"
},
"smiles": "CCOC(=O)c1cccc(-c2cn3nc(Nc4ccccc4C#N)nc3cn2)c1",
"reactionStepId": "sa_f3ebfd87dd3ffa9902ea3a6d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160207928A1;0614;1909716\",\"rsmi\":\"Br[c:15]1[c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21][cH:22]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH2:14])[n:23][c:24]3[cH:25][n:26]2)[cH:27][cH:28][cH:29]1>CN1CCCC1=O.Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH:14][c:15]4[c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21][cH:22]4)[n:23][c:24]3[cH:25][n:26]2)[cH:27][cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"Br[c:15]1[c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21][cH:22]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH2:14])[n:23][c:24]3[cH:25][n:26]2)[cH:27][cH:28][cH:29]1>CN1CCCC1=O.Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH:14][c:15]4[c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21][cH:22]4)[n:23][c:24]3[cH:25][n:26]2)[cH:27][cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_f3ebfd87dd3ffa9902ea3a6d",
"reactionHash": "6821dd1a4f03b053e4f23853dff10f061981efc527a6b0e13128957b0cf5f150"
},
"children": [
{
"id": "16121",
"routeId": "sa_12358f3e0745a98026f4c9a9",
"moleculeId": "sa_9047af1224f0385921d9c322",
"parentId": "16120",
"isLeaf": true,
"molecule": {
"id": "sa_9047af1224f0385921d9c322",
"inchikey": "AFMPMSCZPVNPEM-UHFFFAOYSA-N",
"smiles": "N#Cc1ccccc1Br"
},
"smiles": "N#Cc1ccccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16122",
"routeId": "sa_12358f3e0745a98026f4c9a9",
"moleculeId": "sa_5d1f6b574e471df59bfdd585",
"parentId": "16120",
"isLeaf": false,
"molecule": {
"id": "sa_5d1f6b574e471df59bfdd585",
"inchikey": "XKYNENNBQAARQC-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cccc(-c2cn3nc(N)nc3cn2)c1"
},
"smiles": "CCOC(=O)c1cccc(-c2cn3nc(N)nc3cn2)c1",
"reactionStepId": "sa_c6b1b3226f1786437e662983",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160207928A1;0612;1909715\",\"rsmi\":\"O[C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH2:14])[n:15][c:16]3[cH:17][n:18]2)[cH:19][cH:20][cH:21]1.[CH3:1][CH2:2][OH:3]>O=S(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH2:14])[n:15][c:16]3[cH:17][n:18]2)[cH:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O[C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH2:14])[n:15][c:16]3[cH:17][n:18]2)[cH:19][cH:20][cH:21]1.[CH3:1][CH2:2][OH:3]>O=S(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([NH2:14])[n:15][c:16]3[cH:17][n:18]2)[cH:19][cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_c6b1b3226f1786437e662983",
"reactionHash": "959cde198681a30dabb321530c4d5b339c19712d8f23f35df6eb7c67efa80c2d"
},
"children": [
{
"id": "16123",
"routeId": "sa_12358f3e0745a98026f4c9a9",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "16122",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16124",
"routeId": "sa_12358f3e0745a98026f4c9a9",
"moleculeId": "sa_b0d977ebc34dcde1293124d0",
"parentId": "16122",
"isLeaf": true,
"molecule": {
"id": "sa_b0d977ebc34dcde1293124d0",
"inchikey": "XKCARIRLWDXJEJ-UHFFFAOYSA-N",
"smiles": "Nc1nc2cnc(-c3cccc(C(=O)O)c3)cn2n1"
},
"smiles": "Nc1nc2cnc(-c3cccc(C(=O)O)c3)cn2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}