Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(CC)c1ccc(Cl)c2nc3n(c12)CCCN3c1ccc(OC)nc1C
InChiKey
JCMDEFRZBZFTSQ-UHFFFAOYSA-N
Route Content Hash
34ca3fd8c846b2efd27f2cd1ebb058f67980ed7d01ff5149b1dae10bfebfdaa3
Route Signature
422c7b185eccd6faef81a327d9b4eff9989c0c21388d1175e0120f85c07519a6
Synthesis route with 9 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc048o00vq3odd6wf8be0b",
"signature": "422c7b185eccd6faef81a327d9b4eff9989c0c21388d1175e0120f85c07519a6",
"contentHash": "34ca3fd8c846b2efd27f2cd1ebb058f67980ed7d01ff5149b1dae10bfebfdaa3",
"length": 9,
"isConvergent": false
},
"target": {
"id": "cmisc048o00vp3odd38r0herr",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00063",
"moleculeId": "j7m3ccu08btok66mpxs5i9et",
"routeLength": 9,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "j7m3ccu08btok66mpxs5i9et",
"inchikey": "JCMDEFRZBZFTSQ-UHFFFAOYSA-N",
"smiles": "CCOC(CC)c1ccc(Cl)c2nc3n(c12)CCCN3c1ccc(OC)nc1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc048p00vr3oddzeon8osh",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "j7m3ccu08btok66mpxs5i9et",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100298287A1;2577;980094\",\"rsmi\":\"I[CH2:2][CH3:1].[OH:3][CH:4]([CH2:5][CH3:6])[c:7]1[cH:8][cH:9][c:10]([Cl:11])[c:12]2[c:13]1[n:14]1[c:28]([n:29]2)[N:18]([c:19]2[cH:20][cH:21][c:22]([O:23][CH3:24])[n:25][c:26]2[CH3:27])[CH2:17][CH2:16][CH2:15]1>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][O:3][CH:4]([CH2:5][CH3:6])[c:7]1[cH:8][cH:9][c:10]([Cl:11])[c:12]2[c:13]1[n:14]1[c:28]([n:29]2)[N:18]([c:19]2[cH:20][cH:21][c:22]([O:23][CH3:24])[n:25][c:26]2[CH3:27])[CH2:17][CH2:16][CH2:15]1\"}",
"molecule": {
"id": "j7m3ccu08btok66mpxs5i9et",
"inchikey": "JCMDEFRZBZFTSQ-UHFFFAOYSA-N",
"smiles": "CCOC(CC)c1ccc(Cl)c2nc3n(c12)CCCN3c1ccc(OC)nc1C"
},
"children": [
{
"id": "cmisc048q00vs3oddqhcybi5y",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "eg9juvie90xw4jxcr8y07pl3",
"parentId": "cmisc048p00vr3oddzeon8osh",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100298287A1;2549;980091\",\"rsmi\":\"Br[Mg][CH2:2][CH3:1].[CH:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Cl:9])[c:10]2[c:11]1[n:12]1[c:26]([n:27]2)[N:16]([c:17]2[cH:18][cH:19][c:20]([O:21][CH3:22])[n:23][c:24]2[CH3:25])[CH2:15][CH2:14][CH2:13]1>C1CCOC1>[CH3:1][CH2:2][CH:3]([OH:4])[c:5]1[cH:6][cH:7][c:8]([Cl:9])[c:10]2[c:11]1[n:12]1[c:26]([n:27]2)[N:16]([c:17]2[cH:18][cH:19][c:20]([O:21][CH3:22])[n:23][c:24]2[CH3:25])[CH2:15][CH2:14][CH2:13]1\"}",
"molecule": {
"id": "eg9juvie90xw4jxcr8y07pl3",
"inchikey": "QKUPZNZMKFTVLJ-UHFFFAOYSA-N",
"smiles": "CCC(O)c1ccc(Cl)c2nc3n(c12)CCCN3c1ccc(OC)nc1C"
},
"children": [
{
"id": "cmisc048q00vu3oddzayzhlnf",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "eg5mfzti5kntx75odg6yn918",
"parentId": "cmisc048q00vs3oddqhcybi5y",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "eg5mfzti5kntx75odg6yn918",
"inchikey": "TWTWFMUQSOFTRN-UHFFFAOYSA-M",
"smiles": "C[CH2][Mg][Br]"
},
"children": []
},
{
"id": "cmisc048q00vv3oddx6c77a3n",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "bzq9148wdgcgh0z4sf46jxpi",
"parentId": "cmisc048q00vs3oddqhcybi5y",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100298287A1;2545;980090\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([N:7]2[CH2:8][CH2:9][CH2:10][n:11]3[c:12]2[n:13][c:14]2[c:15]([Cl:16])[cH:17][cH:18][c:19]([CH2:20][OH:21])[c:22]32)[c:23]([CH3:24])[n:25]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.CS(C)=O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([N:7]2[CH2:8][CH2:9][CH2:10][n:11]3[c:12]2[n:13][c:14]2[c:15]([Cl:16])[cH:17][cH:18][c:19]([CH:20]=[O:21])[c:22]32)[c:23]([CH3:24])[n:25]1\"}",
"molecule": {
"id": "bzq9148wdgcgh0z4sf46jxpi",
"inchikey": "HJJADYBGJXEXMZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(N2CCCn3c2nc2c(Cl)ccc(C=O)c23)c(C)n1"
},
"children": [
{
"id": "cmisc048q00vw3odd2ffuchji",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "uat0os1v6os4f17hc9xha8t0",
"parentId": "cmisc048q00vv3oddx6c77a3n",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100298287A1;2541;980089\",\"rsmi\":\"CO[C:17]([c:16]1[c:15]2[n:11]3[c:12]([n:13][c:14]2[c:21]([Cl:22])[cH:20][cH:19]1)[N:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[n:25][c:23]1[CH3:24])[CH2:8][CH2:9][CH2:10]3)=[O:18]>C1CCOC1.B.[Li+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([N:7]2[CH2:8][CH2:9][CH2:10][n:11]3[c:12]2[n:13][c:14]2[c:15]3[c:16]([CH2:17][OH:18])[cH:19][cH:20][c:21]2[Cl:22])[c:23]([CH3:24])[n:25]1\"}",
"molecule": {
"id": "uat0os1v6os4f17hc9xha8t0",
"inchikey": "IOSROJQZSPDXTN-UHFFFAOYSA-N",
"smiles": "COc1ccc(N2CCCn3c2nc2c(Cl)ccc(CO)c23)c(C)n1"
},
"children": [
{
"id": "cmisc048q00vx3oddyhilyn8j",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "lc8lmnyoia0xncy3ht7bk77z",
"parentId": "cmisc048q00vw3odd2ffuchji",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100298287A1;2537;980088\",\"rsmi\":\"O[CH2:24][CH2:25][CH2:26][n:27]1[c:6]2[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:11][cH:10][c:8]([Cl:9])[c:7]2[n:12][c:13]1[NH:14][c:15]1[cH:16][cH:17][c:18]([O:19][CH3:20])[n:21][c:22]1[CH3:23]>C1CCOC1.CCN(CC)CC.CS(=O)(=O)Cl.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]2[c:7]([c:8]([Cl:9])[cH:10][cH:11]1)[n:12][c:13]1[n:27]2[CH2:26][CH2:25][CH2:24][N:14]1[c:15]1[cH:16][cH:17][c:18]([O:19][CH3:20])[n:21][c:22]1[CH3:23]\"}",
"molecule": {
"id": "lc8lmnyoia0xncy3ht7bk77z",
"inchikey": "JTEABCHFWQRPPL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cl)c2nc3n(c12)CCCN3c1ccc(OC)nc1C"
},
"children": [
{
"id": "cmisc048q00vy3odd1785r1rh",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "fh0gz36tgh2daft3kkkgr0hb",
"parentId": "cmisc048q00vx3oddyhilyn8j",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100298287A1;1032;979797\",\"rsmi\":\"S=[C:17]=[N:18][c:19]1[cH:20][cH:21][c:22]([O:23][CH3:24])[n:25][c:26]1[CH3:27].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Cl:9])[c:10]([NH2:28])[c:11]1[NH:12][CH2:13][CH2:14][CH2:15][OH:16]>C1CCOC1.NC(N)=S>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Cl:9])[c:10]2[c:11]1[n:12]([CH2:13][CH2:14][CH2:15][OH:16])[c:17]([NH:18][c:19]1[cH:20][cH:21][c:22]([O:23][CH3:24])[n:25][c:26]1[CH3:27])[n:28]2\"}",
"molecule": {
"id": "fh0gz36tgh2daft3kkkgr0hb",
"inchikey": "NLDFEOMQGBXELY-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cl)c2nc(Nc3ccc(OC)nc3C)n(CCCO)c12"
},
"children": [
{
"id": "cmisc048q00vz3oddpvgjrg6c",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "ty58ggnm5upf3u5rwh7s9959",
"parentId": "cmisc048q00vy3odd1785r1rh",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "ty58ggnm5upf3u5rwh7s9959",
"inchikey": "WDOMZAPCDJDRAM-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cl)c(N)c1NCCCO"
},
"children": []
},
{
"id": "cmisc048r00w03oddrq5vggiw",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "d7cedv7eeb4od96c784kix28",
"parentId": "cmisc048q00vy3odd1785r1rh",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100298287A1;1043;979801\",\"rsmi\":\"Cl[C:8](Cl)=[S:9].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH2:7])[c:10]([CH3:11])[n:12]1>C1CCOC1.O=C(O)O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([N:7]=[C:8]=[S:9])[c:10]([CH3:11])[n:12]1\"}",
"molecule": {
"id": "d7cedv7eeb4od96c784kix28",
"inchikey": "QNKUQNVBEFNMSI-UHFFFAOYSA-N",
"smiles": "COc1ccc(N=C=S)c(C)n1"
},
"children": [
{
"id": "cmisc048r00w13oddt65ye9rr",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "ds8xmti5wluqxyjg5gfr0ybx",
"parentId": "cmisc048r00w03oddrq5vggiw",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100298287A1;1040;979800\",\"rsmi\":\"O=[N+:7]([O-])[c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[n:10][c:8]1[CH3:9]>CO.[Pd]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH2:7])[c:8]([CH3:9])[n:10]1\"}",
"molecule": {
"id": "ds8xmti5wluqxyjg5gfr0ybx",
"inchikey": "DMVBGEPFAZKPAP-UHFFFAOYSA-N",
"smiles": "COc1ccc(N)c(C)n1"
},
"children": [
{
"id": "cmisc048r00w33oddkax8nx9t",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "sjlwfb2qa5envw17nrbb7jhv",
"parentId": "cmisc048r00w13oddt65ye9rr",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20100298287A1;1037;979799\",\"rsmi\":\"O[N+:7](=[O:8])[O-:9].[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:10]([CH3:11])[n:12]1>O=S(=O)(O)O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([N+:7](=[O:8])[O-:9])[c:10]([CH3:11])[n:12]1\"}",
"molecule": {
"id": "sjlwfb2qa5envw17nrbb7jhv",
"inchikey": "GSJQJZOENXJWIP-UHFFFAOYSA-N",
"smiles": "COc1ccc([N+](=O)[O-])c(C)n1"
},
"children": [
{
"id": "cmisc048r00w43odd48tbvrwo",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "carjo3diluuplllwp7b5hjo5",
"parentId": "cmisc048r00w33oddkax8nx9t",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "carjo3diluuplllwp7b5hjo5",
"inchikey": "WIMNZMOEBDPZTB-UHFFFAOYSA-N",
"smiles": "COc1cccc(C)n1"
},
"children": []
},
{
"id": "cmisc048r00w53odd7sfypegh",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "bcsdom55ez96hdb4wx880j7s",
"parentId": "cmisc048r00w33oddkax8nx9t",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "bcsdom55ez96hdb4wx880j7s",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"children": []
}
]
}
]
},
{
"id": "cmisc048r00w23oddrs2h375r",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "np735vhod5v2ahf0tec0nboh",
"parentId": "cmisc048r00w03oddrq5vggiw",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "np735vhod5v2ahf0tec0nboh",
"inchikey": "ZWZVWGITAAIFPS-UHFFFAOYSA-N",
"smiles": "S=C(Cl)Cl"
},
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
},
{
"id": "cmisc048q00vt3oddzjg0pn7b",
"routeId": "cmisc048o00vq3odd6wf8be0b",
"moleculeId": "cvxk5awy9cqfvyf8h37ho2c0",
"parentId": "cmisc048p00vr3oddzeon8osh",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "cvxk5awy9cqfvyf8h37ho2c0",
"inchikey": "HVTICUPFWKNHNG-UHFFFAOYSA-N",
"smiles": "CCI"
},
"children": []
}
]
}
}