Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOc1cn(C(C)C(=O)Nc2ccc(C(=O)O)cc2)c(=O)cc1-c1cc(Cl)ccc1C#N
InChiKey
MHLRUCJOXJQBOK-UHFFFAOYSA-N
Route Signature
08932de3d3dec01bfce6ca395f32024fda9f4063675a39638d4345fd18d9c6d5
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0ar1038l7qdd1poms1ri",
"signature": "08932de3d3dec01bfce6ca395f32024fda9f4063675a39638d4345fd18d9c6d5",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc0ar1038k7qddk3kuk4w9",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-00623",
"moleculeId": "lrxv8tc3wqnskflnq8h134ni",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "lrxv8tc3wqnskflnq8h134ni",
"inchikey": "MHLRUCJOXJQBOK-UHFFFAOYSA-N",
"smiles": "CCOc1cn(C(C)C(=O)Nc2ccc(C(=O)O)cc2)c(=O)cc1-c1cc(Cl)ccc1C#N"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0ar2038m7qddoy36pubn",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "lrxv8tc3wqnskflnq8h134ni",
"parentId": null,
"reactionStepId": "l33n2g2cxo9sul5xy3o1ol0k",
"isLeaf": false,
"molecule": {
"id": "lrxv8tc3wqnskflnq8h134ni",
"inchikey": "MHLRUCJOXJQBOK-UHFFFAOYSA-N",
"smiles": "CCOc1cn(C(C)C(=O)Nc2ccc(C(=O)O)cc2)c(=O)cc1-c1cc(Cl)ccc1C#N"
},
"reactionStep": {
"id": "l33n2g2cxo9sul5xy3o1ol0k",
"reactionHash": "880191a0d36255d86ab0b7f2b947211f1cf180ab3ccf0107c76f2bd8ba442e70",
"template": null,
"metadata": "{\"ID\":\"US20160052884A1;2551;1843105\",\"rsmi\":\"CC(C)(C)[O:18][C:16]([c:15]1[cH:14][cH:13][c:12]([NH:11][C:9]([CH:7]([n:6]2[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:24](-[c:25]3[c:26]([C:27]#[N:28])[cH:29][cH:30][c:31]([Cl:32])[cH:33]3)[cH:23][c:21]2=[O:22])[CH3:8])=[O:10])[cH:20][cH:19]1)=[O:17]>O=C(O)C(F)(F)F>[CH3:1][CH2:2][O:3][c:4]1[cH:5][n:6]([CH:7]([CH3:8])[C:9](=[O:10])[NH:11][c:12]2[cH:13][cH:14][c:15]([C:16](=[O:17])[OH:18])[cH:19][cH:20]2)[c:21](=[O:22])[cH:23][c:24]1-[c:25]1[c:26]([C:27]#[N:28])[cH:29][cH:30][c:31]([Cl:32])[cH:33]1\"}"
},
"children": [
{
"id": "cmisc0ar2038n7qddvxmxa1n4",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "o3bi0gfbnxuexshape9cyd3k",
"parentId": "cmisc0ar2038m7qddoy36pubn",
"reactionStepId": "z1fqlki323m59c0fsibejrm2",
"isLeaf": false,
"molecule": {
"id": "o3bi0gfbnxuexshape9cyd3k",
"inchikey": "XIRZFSOMJJSWAE-UHFFFAOYSA-N",
"smiles": "CCOc1cn(C(C)C(=O)Nc2ccc(C(=O)OC(C)(C)C)cc2)c(=O)cc1-c1cc(Cl)ccc1C#N"
},
"reactionStep": {
"id": "z1fqlki323m59c0fsibejrm2",
"reactionHash": "b2be2c5223bb07ca97409d8b70e574bdfbe877b71d7c745df40b7ed60c6330e3",
"template": null,
"metadata": "{\"ID\":\"US20160052884A1;1594;1842913\",\"rsmi\":\"O[C:9]([CH:7]([n:6]1[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:28](-[c:29]2[c:30]([C:31]#[N:32])[cH:33][cH:34][c:35]([Cl:36])[cH:37]2)[cH:27][c:25]1=[O:26])[CH3:8])=[O:10].[NH2:11][c:12]1[cH:13][cH:14][c:15]([C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24]1>>[CH3:1][CH2:2][O:3][c:4]1[cH:5][n:6]([CH:7]([CH3:8])[C:9](=[O:10])[NH:11][c:12]2[cH:13][cH:14][c:15]([C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24]2)[c:25](=[O:26])[cH:27][c:28]1-[c:29]1[c:30]([C:31]#[N:32])[cH:33][cH:34][c:35]([Cl:36])[cH:37]1\"}"
},
"children": [
{
"id": "cmisc0ar2038o7qddejzqvdnq",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "k51r330qcyul8lwrzvgyso9x",
"parentId": "cmisc0ar2038n7qddvxmxa1n4",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "k51r330qcyul8lwrzvgyso9x",
"inchikey": "KYORUZMJUKHKFS-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccc(N)cc1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0ar3038p7qddu5tubdun",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "p6ox5j7vsgs32n7uziv405mz",
"parentId": "cmisc0ar2038n7qddvxmxa1n4",
"reactionStepId": "cfbmmq35qti8ljp4yt28k1hq",
"isLeaf": false,
"molecule": {
"id": "p6ox5j7vsgs32n7uziv405mz",
"inchikey": "WKDLCNWIGMJDOI-UHFFFAOYSA-N",
"smiles": "CCOc1cn(C(C)C(=O)O)c(=O)cc1-c1cc(Cl)ccc1C#N"
},
"reactionStep": {
"id": "cfbmmq35qti8ljp4yt28k1hq",
"reactionHash": "2ad2cda1a7259c3572cf5c9c83655f01c085c0bc1e6d6ece7a8a951e53c9c9d8",
"template": null,
"metadata": "{\"ID\":\"US20160052884A1;1591;1842912\",\"rsmi\":\"Br[CH:7]([CH3:8])[C:9](=[O:10])[OH:11].[CH3:1][CH2:2][O:3][c:4]1[cH:5][nH:6][c:12](=[O:13])[cH:14][c:15]1-[c:16]1[c:17]([C:18]#[N:19])[cH:20][cH:21][c:22]([Cl:23])[cH:24]1>>[CH3:1][CH2:2][O:3][c:4]1[cH:5][n:6]([CH:7]([CH3:8])[C:9](=[O:10])[OH:11])[c:12](=[O:13])[cH:14][c:15]1-[c:16]1[c:17]([C:18]#[N:19])[cH:20][cH:21][c:22]([Cl:23])[cH:24]1\"}"
},
"children": [
{
"id": "cmisc0ar3038q7qddqgex03d1",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "esrbkn575aj0uynft5u4fi0h",
"parentId": "cmisc0ar3038p7qddu5tubdun",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "esrbkn575aj0uynft5u4fi0h",
"inchikey": "MONMFXREYOKQTI-UHFFFAOYSA-N",
"smiles": "CC(Br)C(=O)O"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0ar3038r7qdd2ik3v8ij",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "icmiywus5ejhmj90eenuwxi0",
"parentId": "cmisc0ar3038p7qddu5tubdun",
"reactionStepId": "uhf48xec2p4zpcm9xe49b59y",
"isLeaf": false,
"molecule": {
"id": "icmiywus5ejhmj90eenuwxi0",
"inchikey": "PXDRSMHRITYVPP-UHFFFAOYSA-N",
"smiles": "CCOc1c[nH]c(=O)cc1-c1cc(Cl)ccc1C#N"
},
"reactionStep": {
"id": "uhf48xec2p4zpcm9xe49b59y",
"reactionHash": "20eead2638211d1001abee61d86ce2af5c472fe9a14281ed0c070552462ca252",
"template": null,
"metadata": "{\"ID\":\"US20160052884A1;1588;1842911\",\"rsmi\":\"C[O:8][c:7]1[n:6][cH:5][c:4]([O:3][CH2:2][CH3:1])[c:10](-[c:11]2[c:12]([C:13]#[N:14])[cH:15][cH:16][c:17]([Cl:18])[cH:19]2)[cH:9]1>Br.c1ccncc1>[CH3:1][CH2:2][O:3][c:4]1[cH:5][nH:6][c:7](=[O:8])[cH:9][c:10]1-[c:11]1[c:12]([C:13]#[N:14])[cH:15][cH:16][c:17]([Cl:18])[cH:19]1\"}"
},
"children": [
{
"id": "cmisc0ar3038s7qddhzjyjen8",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "pn7d58gpar7kiojelp8u12vg",
"parentId": "cmisc0ar3038r7qdd2ik3v8ij",
"reactionStepId": "idtpjiiyjo18dw307stud0zt",
"isLeaf": false,
"molecule": {
"id": "pn7d58gpar7kiojelp8u12vg",
"inchikey": "TVEMHCKMEAADEE-UHFFFAOYSA-N",
"smiles": "CCOc1cnc(OC)cc1-c1cc(Cl)ccc1C#N"
},
"reactionStep": {
"id": "idtpjiiyjo18dw307stud0zt",
"reactionHash": "2be1048ca5112499ab7bbc9615cf4b60ef6e968ab10278ad539c3101e7f183d6",
"template": null,
"metadata": "{\"ID\":\"US20160052884A1;1585;1842910\",\"rsmi\":\"I[c:11]1[c:4]([O:3][CH2:2][CH3:1])[cH:5][n:6][c:7]([O:8][CH3:9])[cH:10]1.OB(O)[c:12]1[c:13]([C:14]#[N:15])[cH:16][cH:17][c:18]([Cl:19])[cH:20]1>>[CH3:1][CH2:2][O:3][c:4]1[cH:5][n:6][c:7]([O:8][CH3:9])[cH:10][c:11]1-[c:12]1[c:13]([C:14]#[N:15])[cH:16][cH:17][c:18]([Cl:19])[cH:20]1\"}"
},
"children": [
{
"id": "cmisc0ar3038t7qddlhcf9zqm",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "ihnnjodjhhxqiumkpz9btx5n",
"parentId": "cmisc0ar3038s7qddhzjyjen8",
"reactionStepId": "onwkcex7askn3qqmvhll8xyj",
"isLeaf": false,
"molecule": {
"id": "ihnnjodjhhxqiumkpz9btx5n",
"inchikey": "GZQHUYJOHNGVER-UHFFFAOYSA-N",
"smiles": "CCOc1cnc(OC)cc1I"
},
"reactionStep": {
"id": "onwkcex7askn3qqmvhll8xyj",
"reactionHash": "8079ff3906ae199950ef7fec5a7680d57e0ac9c7e4eaf9da08c375bd11814747",
"template": null,
"metadata": "{\"ID\":\"US20160052884A1;1582;1842909\",\"rsmi\":\"I[CH2:2][CH3:1].[OH:3][c:4]1[cH:5][n:6][c:7]([O:8][CH3:9])[cH:10][c:11]1[I:12]>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][n:6][c:7]([O:8][CH3:9])[cH:10][c:11]1[I:12]\"}"
},
"children": [
{
"id": "cmisc0ar3038v7qddhmgd8z2s",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "cvxk5awy9cqfvyf8h37ho2c0",
"parentId": "cmisc0ar3038t7qddlhcf9zqm",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "cvxk5awy9cqfvyf8h37ho2c0",
"inchikey": "HVTICUPFWKNHNG-UHFFFAOYSA-N",
"smiles": "CCI"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0ar3038w7qdd1ll7brpb",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "r3nzplxp9f7u6nlftqo694xq",
"parentId": "cmisc0ar3038t7qddlhcf9zqm",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "r3nzplxp9f7u6nlftqo694xq",
"inchikey": "AUEKKHSBTAFFDU-UHFFFAOYSA-N",
"smiles": "COc1cc(I)c(O)cn1"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc0ar3038u7qddb7ihtlqh",
"routeId": "cmisc0ar1038l7qdd1poms1ri",
"moleculeId": "gp6mv4suspjz03qnn104s37m",
"parentId": "cmisc0ar3038s7qddhzjyjen8",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "gp6mv4suspjz03qnn104s37m",
"inchikey": "JXIINQQPEHZQAY-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(Cl)cc1B(O)O"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}