Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#Cc1ccc(N2CCC[C@@H](Nc3ccnc(-c4cnc5ccc(C#N)cn45)n3)C2)c(F)c1
InChiKey
XERTVYFLPUZRLN-GOSISDBHSA-N
Route Signature
97663b8a85dacb7d4d49bed17bda1429317ecfb245a3626e8d6000fb1ea5c300
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc00pr045d19ddli6mbi4k",
"signature": "97663b8a85dacb7d4d49bed17bda1429317ecfb245a3626e8d6000fb1ea5c300",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc0dcs02uxa8ddljtv893k",
"benchmarkSetId": "cmisc0cnd0000a8dd4g4pdf0s",
"targetId": "n5-00903",
"moleculeId": "j5mio3grjoio89x5n3t795gh",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "j5mio3grjoio89x5n3t795gh",
"inchikey": "XERTVYFLPUZRLN-GOSISDBHSA-N",
"smiles": "N#Cc1ccc(N2CCC[C@@H](Nc3ccnc(-c4cnc5ccc(C#N)cn45)n3)C2)c(F)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "cmisc00pr045e19dd7ermn6jz",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "j5mio3grjoio89x5n3t795gh",
"parentId": null,
"reactionStepId": "r01r6oaaxsqv8sxjv33zzkay",
"isLeaf": false,
"molecule": {
"id": "j5mio3grjoio89x5n3t795gh",
"inchikey": "XERTVYFLPUZRLN-GOSISDBHSA-N",
"smiles": "N#Cc1ccc(N2CCC[C@@H](Nc3ccnc(-c4cnc5ccc(C#N)cn45)n3)C2)c(F)c1"
},
"reactionStep": {
"id": "r01r6oaaxsqv8sxjv33zzkay",
"reactionHash": "9692346a336b743af4c38ea702a6f21e21bbd775922dbd76d764abc0bf69028e",
"template": null,
"metadata": "{\"ID\":\"US20130216498A1;1623;1408951\",\"rsmi\":\"F[c:7]1[c:5]([F:6])[cH:4][c:3]([C:2]#[N:1])[cH:33][cH:32]1.[NH:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]([NH:13][c:14]2[n:15][c:16](-[c:17]3[cH:18][n:19][c:20]4[cH:21][cH:22][c:23]([C:24]#[N:25])[cH:26][n:27]34)[n:28][cH:29][cH:30]2)[CH2:31]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[N:1]#[C:2][c:3]1[cH:4][c:5]([F:6])[c:7]([N:8]2[CH2:9][CH2:10][CH2:11][C@@H:12]([NH:13][c:14]3[n:15][c:16](-[c:17]4[cH:18][n:19][c:20]5[cH:21][cH:22][c:23]([C:24]#[N:25])[cH:26][n:27]45)[n:28][cH:29][cH:30]3)[CH2:31]2)[cH:32][cH:33]1\"}"
},
"children": [
{
"id": "cmisc00ps045f19ddwt6uyaiy",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "jh5gfml49lgnil66pknd6ww8",
"parentId": "cmisc00pr045e19dd7ermn6jz",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "jh5gfml49lgnil66pknd6ww8",
"inchikey": "BTBFCBQZFMQBNT-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(F)c(F)c1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00ps045g19ddgyeam1wb",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "s73pgxl3745emjtqana9rvxu",
"parentId": "cmisc00pr045e19dd7ermn6jz",
"reactionStepId": "a96i2nbx69hn53rnaz22jbo2",
"isLeaf": false,
"molecule": {
"id": "s73pgxl3745emjtqana9rvxu",
"inchikey": "HUTKGUCAXSTUHX-CYBMUJFWSA-N",
"smiles": "N#Cc1ccc2ncc(-c3nccc(N[C@@H]4CCCNC4)n3)n2c1"
},
"reactionStep": {
"id": "a96i2nbx69hn53rnaz22jbo2",
"reactionHash": "524cd79fe031a55584ab06d38d720746d3b53ccc35b606b96167561a78efd6ec",
"template": null,
"metadata": "{\"ID\":\"US20130216498A1;0837;1408830\",\"rsmi\":\"CC(C)(C)OC(=O)[N:17]1[CH2:16][CH2:15][CH2:14][C@@H:13]([NH:12][c:11]2[cH:10][cH:9][n:8][c:7](-[c:6]3[n:5]4[cH:4][c:3]([C:2]#[N:1])[cH:24][cH:23][c:22]4[n:21][cH:20]3)[n:19]2)[CH2:18]1>ClCCl.O.O=C(O)C(F)(F)F.O=C(O)O.[Na+]>[N:1]#[C:2][c:3]1[cH:4][n:5]2[c:6](-[c:7]3[n:8][cH:9][cH:10][c:11]([NH:12][C@@H:13]4[CH2:14][CH2:15][CH2:16][NH:17][CH2:18]4)[n:19]3)[cH:20][n:21][c:22]2[cH:23][cH:24]1\"}"
},
"children": [
{
"id": "cmisc00ps045h19ddvwhwj7e3",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "bhtp1hwifdxz8jywge9zn2tj",
"parentId": "cmisc00ps045g19ddgyeam1wb",
"reactionStepId": "ykb8g0tbc4hk5ktxzq8yt35k",
"isLeaf": false,
"molecule": {
"id": "bhtp1hwifdxz8jywge9zn2tj",
"inchikey": "SHJOPRLZCGLBAI-MRXNPFEDSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H](Nc2ccnc(-c3cnc4ccc(C#N)cn34)n2)C1"
},
"reactionStep": {
"id": "ykb8g0tbc4hk5ktxzq8yt35k",
"reactionHash": "210c6d8609edc97fd8c09c76b3e81c3c11f0f652623b033277dc30ab901c9bf7",
"template": null,
"metadata": "{\"ID\":\"US20130216498A1;0834;1408829\",\"rsmi\":\"O[c:14]1[n:15][c:16](-[c:17]2[cH:18][n:19][c:20]3[cH:21][cH:22][c:23]([C:24]#[N:25])[cH:26][n:27]23)[n:28][cH:29][cH:30]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]([NH2:13])[CH2:31]1>C1CCC2=NCCCN2CC1.CCOC(C)=O.CN(C)C=O.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[PH](F)(F)(F)(F)F.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]([NH:13][c:14]2[n:15][c:16](-[c:17]3[cH:18][n:19][c:20]4[cH:21][cH:22][c:23]([C:24]#[N:25])[cH:26][n:27]34)[n:28][cH:29][cH:30]2)[CH2:31]1\"}"
},
"children": [
{
"id": "cmisc00ps045i19dd3tsp6j56",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "jq9vk5wpp2rl4367o21idaci",
"parentId": "cmisc00ps045h19ddvwhwj7e3",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "jq9vk5wpp2rl4367o21idaci",
"inchikey": "AKQXKEBCONUWCL-MRVPVSSYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H](N)C1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00ps045j19ddz4f9633k",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "bk2lqxxtu7zta1si0f1hazn0",
"parentId": "cmisc00ps045h19ddvwhwj7e3",
"reactionStepId": "h6paejq3otmexrquz5u3gner",
"isLeaf": false,
"molecule": {
"id": "bk2lqxxtu7zta1si0f1hazn0",
"inchikey": "AUCPABFFIVCXNH-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc2ncc(-c3nccc(O)n3)n2c1"
},
"reactionStep": {
"id": "h6paejq3otmexrquz5u3gner",
"reactionHash": "bccb13d3bdc76465bd73701bade394418469b0d60d02ab62182958e396ad88b5",
"template": null,
"metadata": "{\"ID\":\"US20130216498A1;0830;1408828\",\"rsmi\":\"C[O:12][c:11]1[cH:10][cH:9][n:8][c:7](-[c:6]2[n:5]3[cH:4][c:3]([C:2]#[N:1])[cH:18][cH:17][c:16]3[n:15][cH:14]2)[n:13]1>CC#N.C[Si](C)(C)Cl.I.[Na+]>[N:1]#[C:2][c:3]1[cH:4][n:5]2[c:6](-[c:7]3[n:8][cH:9][cH:10][c:11]([OH:12])[n:13]3)[cH:14][n:15][c:16]2[cH:17][cH:18]1\"}"
},
"children": [
{
"id": "cmisc00ps045k19ddp36zg903",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "ck38j6hkkwy93jh968h9ts08",
"parentId": "cmisc00ps045j19ddz4f9633k",
"reactionStepId": "j2ohj4v7zr586az0jozsee4h",
"isLeaf": false,
"molecule": {
"id": "ck38j6hkkwy93jh968h9ts08",
"inchikey": "ZAZAMAPUFXLVSG-UHFFFAOYSA-N",
"smiles": "COc1ccnc(-c2cnc3ccc(C#N)cn23)n1"
},
"reactionStep": {
"id": "j2ohj4v7zr586az0jozsee4h",
"reactionHash": "e498a602d9a0f7c0687d1800d7d027c4a588f877adeccec7aa8151cb81c64547",
"template": null,
"metadata": "{\"ID\":\"US20130216498A1;0827;1408827\",\"rsmi\":\"Cl[c:5]1[n:4][c:3]([O:2][CH3:1])[cH:19][cH:18][n:17]1.[cH:6]1[cH:7][n:8][c:9]2[cH:10][cH:11][c:12]([C:13]#[N:14])[cH:15][n:16]12>C1COCCO1.CC(=O)O.CC(=O)O.CCO.O=C(O)O.[K+].[K+].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[n:4][c:5](-[c:6]2[cH:7][n:8][c:9]3[cH:10][cH:11][c:12]([C:13]#[N:14])[cH:15][n:16]23)[n:17][cH:18][cH:19]1\"}"
},
"children": [
{
"id": "cmisc00ps045l19ddzcegfpig",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "wul1e6mxpdrp9ymz36vv0g5o",
"parentId": "cmisc00ps045k19ddp36zg903",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "wul1e6mxpdrp9ymz36vv0g5o",
"inchikey": "BDXYNMVQMBCTDB-UHFFFAOYSA-N",
"smiles": "COc1ccnc(Cl)n1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00ps045m19dd6zoomz6g",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "dbxnspaie04t0mbynkzcfujh",
"parentId": "cmisc00ps045k19ddp36zg903",
"reactionStepId": "tb1j2dmwustby1j05px3cdwa",
"isLeaf": false,
"molecule": {
"id": "dbxnspaie04t0mbynkzcfujh",
"inchikey": "LRJOKNYELSECDZ-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc2nccn2c1"
},
"reactionStep": {
"id": "tb1j2dmwustby1j05px3cdwa",
"reactionHash": "edf176074418a00e749e0cf95ca266c5040f89d4ef8f2d39bd1cf08d04a218e8",
"template": null,
"metadata": "{\"ID\":\"US20130216498A1;0815;1408826\",\"rsmi\":\"O=[CH:7][CH2:6]Cl.[N:1]#[C:2][c:3]1[cH:4][n:5][c:9]([NH2:8])[cH:10][cH:11]1>CC#N>[N:1]#[C:2][c:3]1[cH:4][n:5]2[cH:6][cH:7][n:8][c:9]2[cH:10][cH:11]1\"}"
},
"children": [
{
"id": "cmisc00ps045n19ddnyhnfotk",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "umbvpp2qeu8geif6tdb4l2k5",
"parentId": "cmisc00ps045m19dd6zoomz6g",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "umbvpp2qeu8geif6tdb4l2k5",
"inchikey": "KDVBYUUGYXUXNL-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(=N)[nH]c1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00pt045o19ddlpmpfy43",
"routeId": "cmisc00pr045d19ddli6mbi4k",
"moleculeId": "m5cidmcw012wty0wz1x42t6n",
"parentId": "cmisc00ps045m19dd6zoomz6g",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "m5cidmcw012wty0wz1x42t6n",
"inchikey": "QSKPIOLLBIHNAC-UHFFFAOYSA-N",
"smiles": "O=CCCl"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}