Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(F)c(-c2ccc(COc3cccc(C(CC(=O)O)C4CC4)c3)nc2CC(C)(C)C)c1
InChiKey
GQJHENDLXIPEJF-UHFFFAOYSA-N
Route Content Hash
6348355214cdf732808e04c0cb3200e897fb8bf4000221f04eb8c2f8e2b9ee99
Route Signature
6bb3e09f12ae995b944d7b556d5fdaed6796cb53bb44f4fb86fb4b0efd1953d4
Synthesis route with 8 steps (convergent)
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc046300ll3odd3osecqd2",
"signature": "6bb3e09f12ae995b944d7b556d5fdaed6796cb53bb44f4fb86fb4b0efd1953d4",
"contentHash": "6348355214cdf732808e04c0cb3200e897fb8bf4000221f04eb8c2f8e2b9ee99",
"length": 8,
"isConvergent": true
},
"target": {
"id": "cmisc046300lk3oddq2oi1z4i",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n1-00002",
"moleculeId": "n1pwgzlsf4oadlsooiqhv63l",
"routeLength": 8,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "n1pwgzlsf4oadlsooiqhv63l",
"inchikey": "GQJHENDLXIPEJF-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(-c2ccc(COc3cccc(C(CC(=O)O)C4CC4)c3)nc2CC(C)(C)C)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc046400lm3oddz2nbm4bp",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "n1pwgzlsf4oadlsooiqhv63l",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0465;1652519\",\"rsmi\":\"C[O:26][C:24]([CH2:23][CH:22]([c:21]1[cH:20][cH:19][cH:18][c:17]([O:16][CH2:15][c:14]2[n:13][c:7]([CH2:8][C:9]([CH3:10])([CH3:11])[CH3:12])[c:6](-[c:5]3[cH:4][c:3]([O:2][CH3:1])[cH:36][cH:35][c:33]3[F:34])[cH:32][cH:31]2)[cH:30]1)[CH:27]1[CH2:28][CH2:29]1)=[O:25]>C1CCOC1.CO.Cl.[Na+].O>[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[c:7]([CH2:8][C:9]([CH3:10])([CH3:11])[CH3:12])[n:13][c:14]([CH2:15][O:16][c:17]3[cH:18][cH:19][cH:20][c:21]([CH:22]([CH2:23][C:24](=[O:25])[OH:26])[CH:27]4[CH2:28][CH2:29]4)[cH:30]3)[cH:31][cH:32]2)[c:33]([F:34])[cH:35][cH:36]1\"}",
"molecule": {
"id": "n1pwgzlsf4oadlsooiqhv63l",
"inchikey": "GQJHENDLXIPEJF-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(-c2ccc(COc3cccc(C(CC(=O)O)C4CC4)c3)nc2CC(C)(C)C)c1"
},
"children": [
{
"id": "cmisc046500ln3oddaz38tpqa",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "ib6groflq1ua4gop0zxfdxpo",
"parentId": "cmisc046400lm3oddz2nbm4bp",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0463;1652518\",\"rsmi\":\"O[CH2:11][c:12]1[n:13][c:14]([CH2:15][C:16]([CH3:17])([CH3:18])[CH3:19])[c:20](-[c:21]2[c:22]([F:23])[cH:24][cH:25][c:26]([O:27][CH3:28])[cH:29]2)[cH:30][cH:31]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH:6]([c:7]1[cH:8][c:9]([OH:10])[cH:32][cH:33][cH:34]1)[CH:35]1[CH2:36][CH2:37]1>CCCCCC.CCCCP(CCCC)CCCC.CCOC(C)=O.Cc1ccccc1.O=C(N=NC(=O)N1CCCCC1)N1CCCCC1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH:6]([c:7]1[cH:8][c:9]([O:10][CH2:11][c:12]2[n:13][c:14]([CH2:15][C:16]([CH3:17])([CH3:18])[CH3:19])[c:20](-[c:21]3[c:22]([F:23])[cH:24][cH:25][c:26]([O:27][CH3:28])[cH:29]3)[cH:30][cH:31]2)[cH:32][cH:33][cH:34]1)[CH:35]1[CH2:36][CH2:37]1\"}",
"molecule": {
"id": "ib6groflq1ua4gop0zxfdxpo",
"inchikey": "UWLSTDKYDGLXLU-UHFFFAOYSA-N",
"smiles": "COC(=O)CC(c1cccc(OCc2ccc(-c3cc(OC)ccc3F)c(CC(C)(C)C)n2)c1)C1CC1"
},
"children": [
{
"id": "cmisc046500lo3oddudaaf3vy",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "y0v5kggslum7vjkdc8hcegzr",
"parentId": "cmisc046500ln3oddaz38tpqa",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0376;1652482\",\"rsmi\":\"O[C:3](=[O:4])[CH2:5][CH:6]([c:7]1[cH:8][c:9]([OH:10])[cH:11][cH:12][cH:13]1)[CH:14]1[CH2:15][CH2:16]1.[CH3:1][OH:2]>O.O=S(=O)(O)O.Cl.[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH:6]([c:7]1[cH:8][c:9]([OH:10])[cH:11][cH:12][cH:13]1)[CH:14]1[CH2:15][CH2:16]1\"}",
"molecule": {
"id": "y0v5kggslum7vjkdc8hcegzr",
"inchikey": "PXBFBXFVUPMAJK-UHFFFAOYSA-N",
"smiles": "COC(=O)CC(c1cccc(O)c1)C1CC1"
},
"children": [
{
"id": "cmisc046500lq3odd0y5knlnz",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "y790ioi31weqeg9ahm6kojx2",
"parentId": "cmisc046500lo3oddudaaf3vy",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "y790ioi31weqeg9ahm6kojx2",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"children": []
},
{
"id": "cmisc046500lr3oddgjap9lpl",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "vjx9dizqj43ol5tu8qjx25mm",
"parentId": "cmisc046500lo3oddudaaf3vy",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0375;1652481\",\"rsmi\":\"CC1(C)OC(=O)[CH:4]([CH:5]([c:6]2[cH:7][c:8]([OH:9])[cH:10][cH:11][cH:12]2)[CH:13]2[CH2:14][CH2:15]2)[C:2](=[O:1])[O:3]1>CN(C)C=O.O.Cl.[Na+]>[O:1]=[C:2]([OH:3])[CH2:4][CH:5]([c:6]1[cH:7][c:8]([OH:9])[cH:10][cH:11][cH:12]1)[CH:13]1[CH2:14][CH2:15]1\"}",
"molecule": {
"id": "vjx9dizqj43ol5tu8qjx25mm",
"inchikey": "QDUBBYWKNCGSOJ-UHFFFAOYSA-N",
"smiles": "O=C(O)CC(c1cccc(O)c1)C1CC1"
},
"children": [
{
"id": "cmisc046500lt3oddeeycy3f7",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "rw0nm2ohlwg58gfcuwgnryv2",
"parentId": "cmisc046500lr3oddgjap9lpl",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "rw0nm2ohlwg58gfcuwgnryv2",
"inchikey": "JRQLEKRVRVVAME-UHFFFAOYSA-N",
"smiles": "CC1(C)OC(=O)C(C(c2cccc(O)c2)C2CC2)C(=O)O1"
},
"children": []
}
]
}
]
},
{
"id": "cmisc046500lp3odd5a07q4vi",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "hxeuy3rbdeqev643dewg45ss",
"parentId": "cmisc046500ln3oddaz38tpqa",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0461;1652517\",\"rsmi\":\"CC(C)(C)[Si](c1ccccc1)(c1ccccc1)[O:16][CH2:15][c:14]1[n:13][c:7]([CH2:8][C:9]([CH3:10])([CH3:11])[CH3:12])[c:6](-[c:5]2[cH:4][c:3]([O:2][CH3:1])[cH:22][cH:21][c:19]2[F:20])[cH:18][cH:17]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.O.F>[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[c:7]([CH2:8][C:9]([CH3:10])([CH3:11])[CH3:12])[n:13][c:14]([CH2:15][OH:16])[cH:17][cH:18]2)[c:19]([F:20])[cH:21][cH:22]1\"}",
"molecule": {
"id": "hxeuy3rbdeqev643dewg45ss",
"inchikey": "AATCKCJRWAGDHO-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(-c2ccc(CO)nc2CC(C)(C)C)c1"
},
"children": [
{
"id": "cmisc046500ls3oddfmlk3927",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "em4f30i01xrl4k0y2ame9i2r",
"parentId": "cmisc046500lp3odd5a07q4vi",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0458;1652516\",\"rsmi\":\"Cl[Mg][CH2:31][C:32]([CH3:33])([CH3:34])[CH3:35].Cl[c:30]1[c:6](-[c:5]2[cH:4][c:3]([O:2][CH3:1])[cH:39][cH:38][c:36]2[F:37])[cH:7][cH:8][c:9]([CH2:10][O:11][Si:12]([c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)([c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[C:25]([CH3:26])([CH3:27])[CH3:28])[n:29]1>C1CCOC1.CC(C)c1cccc(C(C)C)c1N1[C-]=[N+](c2c(C(C)C)cccc2C(C)C)CC1.CCOCC.Cl>[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([CH2:10][O:11][Si:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)([c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[C:25]([CH3:26])([CH3:27])[CH3:28])[n:29][c:30]2[CH2:31][C:32]([CH3:33])([CH3:34])[CH3:35])[c:36]([F:37])[cH:38][cH:39]1\"}",
"molecule": {
"id": "em4f30i01xrl4k0y2ame9i2r",
"inchikey": "FAZZKEDLLXCYGT-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(-c2ccc(CO[Si](c3ccccc3)(c3ccccc3)C(C)(C)C)nc2CC(C)(C)C)c1"
},
"children": [
{
"id": "cmisc046500lu3oddnm76ckqr",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "przf2djyzi063wvn3u0hqkdv",
"parentId": "cmisc046500ls3oddfmlk3927",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "przf2djyzi063wvn3u0hqkdv",
"inchikey": "ZPEDJLDBSQDLEI-UHFFFAOYSA-M",
"smiles": "CC(C)(C)[CH2][Mg][Cl]"
},
"children": []
},
{
"id": "cmisc046600lv3oddl8z5a5zf",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "tkj38jrzom55fpeyp0xjhji5",
"parentId": "cmisc046500ls3oddfmlk3927",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0456;1652515\",\"rsmi\":\"Cl[Si:12]([c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)([c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1)[C:25]([CH3:26])([CH3:27])[CH3:28].[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([CH2:10][OH:11])[n:29][c:30]2[Cl:31])[c:32]([F:33])[cH:34][cH:35]1>CN(C)C=O.O.c1c[nH]cn1>[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([CH2:10][O:11][Si:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)([c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[C:25]([CH3:26])([CH3:27])[CH3:28])[n:29][c:30]2[Cl:31])[c:32]([F:33])[cH:34][cH:35]1\"}",
"molecule": {
"id": "tkj38jrzom55fpeyp0xjhji5",
"inchikey": "DMMRMFJNJKFMDY-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(-c2ccc(CO[Si](c3ccccc3)(c3ccccc3)C(C)(C)C)nc2Cl)c1"
},
"children": [
{
"id": "cmisc046600lw3odd4uh1x2mn",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "xolvndyppjmi8eqluydbe0te",
"parentId": "cmisc046600lv3oddl8z5a5zf",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "xolvndyppjmi8eqluydbe0te",
"inchikey": "MHYGQXWCZAYSLJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1"
},
"children": []
},
{
"id": "cmisc046600lx3odd6unxg7xf",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "iuu02tr4k5mjkyatn4qhftl1",
"parentId": "cmisc046600lv3oddl8z5a5zf",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0454;1652514\",\"rsmi\":\"CO[C:11]([c:10]1[n:9][c:7]([Cl:8])[c:6](-[c:5]2[cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17][c:15]2[F:16])[cH:14][cH:13]1)=[O:12]>C1CCOC1.CCO.Cl.O=C(O)O.B.[Ca+2].Cl.Cl.[Na+].[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[c:7]([Cl:8])[n:9][c:10]([CH2:11][OH:12])[cH:13][cH:14]2)[c:15]([F:16])[cH:17][cH:18]1\"}",
"molecule": {
"id": "iuu02tr4k5mjkyatn4qhftl1",
"inchikey": "ZKJJELXAFVIOJB-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(-c2ccc(CO)nc2Cl)c1"
},
"children": [
{
"id": "cmisc046600ly3odd5yfi7gx7",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "zuc86eotoolt1obefqjys605",
"parentId": "cmisc046600lx3odd6unxg7xf",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0452;1652513\",\"rsmi\":\"Br[c:9]1[c:7]([Cl:8])[n:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:20][cH:19]1.OB(O)[c:10]1[c:11]([F:12])[cH:13][cH:14][c:15]([O:16][CH3:17])[cH:18]1>Cc1ccccc1.O.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7]([Cl:8])[c:9](-[c:10]2[c:11]([F:12])[cH:13][cH:14][c:15]([O:16][CH3:17])[cH:18]2)[cH:19][cH:20]1\"}",
"molecule": {
"id": "zuc86eotoolt1obefqjys605",
"inchikey": "DFNQUQJKKUNHAL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(-c2cc(OC)ccc2F)c(Cl)n1"
},
"children": [
{
"id": "cmisc046600lz3oddqzpa4f1v",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "uqpvfgyarnw7ewlwkwgnbzp4",
"parentId": "cmisc046600ly3odd5yfi7gx7",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150045378A1;0381;1652485\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:8].[O-][n+:6]1[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:12][cH:11][c:9]([Br:10])[cH:7]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7]([Cl:8])[c:9]([Br:10])[cH:11][cH:12]1\"}",
"molecule": {
"id": "uqpvfgyarnw7ewlwkwgnbzp4",
"inchikey": "WCWGHRWBXIRYFR-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Br)c(Cl)n1"
},
"children": [
{
"id": "cmisc046600m13oddahugypd3",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "w9no9v636sorwhwhdbnfse3f",
"parentId": "cmisc046600lz3oddqzpa4f1v",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "w9no9v636sorwhwhdbnfse3f",
"inchikey": "MCYWPISPRQLCFC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Br)c[n+]1[O-]"
},
"children": []
},
{
"id": "cmisc046600m23odd8kua7dgr",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "q8nnro3bc3o13al7hln0cdqd",
"parentId": "cmisc046600lz3oddqzpa4f1v",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "q8nnro3bc3o13al7hln0cdqd",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"children": []
}
]
},
{
"id": "cmisc046600m03odddaimq1p4",
"routeId": "cmisc046300ll3odd3osecqd2",
"moleculeId": "b5nauaijmyy2yyezscigsfv0",
"parentId": "cmisc046600ly3odd5yfi7gx7",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "b5nauaijmyy2yyezscigsfv0",
"inchikey": "IPTZOWYBCLEBOE-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(B(O)O)c1"
},
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
]
}
}