Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(-c2cnc(C(N)=O)c3[nH]c4cc(OCC(C)O)ccc4c23)cccc1-n1cnc2ccccc2c1=O
InChiKey
YAXIHNJDPORXIW-UHFFFAOYSA-N
Route Content Hash
0d79a5024e39a987aeee85300f18afbe4f2c455ebfa54997d79636ac83685e22
Route Signature
80d7b7de17c40b2c77ba2ec0c18b4a53e7980080cbade07be0a2bf014c975770
Synthesis route with 7 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0ayz044s7qddl7ps8w7u",
"signature": "80d7b7de17c40b2c77ba2ec0c18b4a53e7980080cbade07be0a2bf014c975770",
"contentHash": "0d79a5024e39a987aeee85300f18afbe4f2c455ebfa54997d79636ac83685e22",
"length": 7,
"isConvergent": false
},
"target": {
"id": "cmisc0ayz044r7qdd82nr3snl",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-00086",
"moleculeId": "y1w8g1j1iklcsiu7ppvuj3j7",
"routeLength": 7,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "y1w8g1j1iklcsiu7ppvuj3j7",
"inchikey": "YAXIHNJDPORXIW-UHFFFAOYSA-N",
"smiles": "Cc1c(-c2cnc(C(N)=O)c3[nH]c4cc(OCC(C)O)ccc4c23)cccc1-n1cnc2ccccc2c1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0az0044t7qdd2ak5q5b5",
"routeId": "cmisc0ayz044s7qddl7ps8w7u",
"moleculeId": "y1w8g1j1iklcsiu7ppvuj3j7",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08685969B2;0451;1443387\",\"rsmi\":\"Br[Mg][CH3:20].[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6][c:7]([C:8]([NH2:9])=[O:10])[c:11]3[c:12]2[c:13]2[cH:14][cH:15][c:16]([O:17][CH2:18][CH:19]=[O:21])[cH:22][c:23]2[nH:24]3)[cH:25][cH:26][cH:27][c:28]1-[n:29]1[cH:30][n:31][c:32]2[cH:33][cH:34][cH:35][cH:36][c:37]2[c:38]1=[O:39]>C1CCOC1>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6][c:7]([C:8]([NH2:9])=[O:10])[c:11]3[c:12]2[c:13]2[cH:14][cH:15][c:16]([O:17][CH2:18][CH:19]([CH3:20])[OH:21])[cH:22][c:23]2[nH:24]3)[cH:25][cH:26][cH:27][c:28]1-[n:29]1[cH:30][n:31][c:32]2[cH:33][cH:34][cH:35][cH:36][c:37]2[c:38]1=[O:39]\"}",
"molecule": {
"id": "y1w8g1j1iklcsiu7ppvuj3j7",
"inchikey": "YAXIHNJDPORXIW-UHFFFAOYSA-N",
"smiles": "Cc1c(-c2cnc(C(N)=O)c3[nH]c4cc(OCC(C)O)ccc4c23)cccc1-n1cnc2ccccc2c1=O"
},
"children": [
{
"id": "cmisc0az0044u7qddqpphx7bj",
"routeId": "cmisc0ayz044s7qddl7ps8w7u",
"moleculeId": "ep4xwpmjbo3ixvsazte14b2p",
"parentId": "cmisc0az0044t7qdd2ak5q5b5",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "ep4xwpmjbo3ixvsazte14b2p",
"inchikey": "AVFUHBJCUUTGCD-UHFFFAOYSA-M",
"smiles": "[CH3][Mg][Br]"
},
"children": []
},
{
"id": "cmisc0az0044v7qddlc7mpqjx",
"routeId": "cmisc0ayz044s7qddl7ps8w7u",
"moleculeId": "vyfibfaawir4j3lox151m7in",
"parentId": "cmisc0az0044t7qdd2ak5q5b5",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08685969B2;0450;1443386\",\"rsmi\":\"[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6][c:7]([C:8]([NH2:9])=[O:10])[c:11]3[c:12]2[c:13]2[cH:14][cH:15][c:16]([O:17][CH2:18][CH2:19][OH:20])[cH:21][c:22]2[nH:23]3)[cH:24][cH:25][cH:26][c:27]1-[n:28]1[cH:29][n:30][c:31]2[cH:32][cH:33][cH:34][cH:35][c:36]2[c:37]1=[O:38]>C1CCOC1.CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.O.O=C(O)O.[Na+]>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6][c:7]([C:8]([NH2:9])=[O:10])[c:11]3[c:12]2[c:13]2[cH:14][cH:15][c:16]([O:17][CH2:18][CH:19]=[O:20])[cH:21][c:22]2[nH:23]3)[cH:24][cH:25][cH:26][c:27]1-[n:28]1[cH:29][n:30][c:31]2[cH:32][cH:33][cH:34][cH:35][c:36]2[c:37]1=[O:38]\"}",
"molecule": {
"id": "vyfibfaawir4j3lox151m7in",
"inchikey": "WRWSGWHOYFVQOX-UHFFFAOYSA-N",
"smiles": "Cc1c(-c2cnc(C(N)=O)c3[nH]c4cc(OCC=O)ccc4c23)cccc1-n1cnc2ccccc2c1=O"
},
"children": [
{
"id": "cmisc0az0044w7qddyvprz1la",
"routeId": "cmisc0ayz044s7qddl7ps8w7u",
"moleculeId": "ru21o6xv091x0sm9ogv4q7tk",
"parentId": "cmisc0az0044v7qddlc7mpqjx",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08685969B2;0443;1443383\",\"rsmi\":\"C[O:20][CH2:19][CH2:18][O:17][c:16]1[cH:15][cH:14][c:13]2[c:12]3[c:4](-[c:3]4[c:2]([CH3:1])[c:27](-[n:28]5[cH:29][n:30][c:31]6[cH:32][cH:33][cH:34][cH:35][c:36]6[c:37]5=[O:38])[cH:26][cH:25][cH:24]4)[cH:5][n:6][c:7]([C:8]([NH2:9])=[O:10])[c:11]3[nH:23][c:22]2[cH:21]1>BrB(Br)Br.ClCCl>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6][c:7]([C:8]([NH2:9])=[O:10])[c:11]3[c:12]2[c:13]2[cH:14][cH:15][c:16]([O:17][CH2:18][CH2:19][OH:20])[cH:21][c:22]2[nH:23]3)[cH:24][cH:25][cH:26][c:27]1-[n:28]1[cH:29][n:30][c:31]2[cH:32][cH:33][cH:34][cH:35][c:36]2[c:37]1=[O:38]\"}",
"molecule": {
"id": "ru21o6xv091x0sm9ogv4q7tk",
"inchikey": "DNDOOAQTKRIDFM-UHFFFAOYSA-N",
"smiles": "Cc1c(-c2cnc(C(N)=O)c3[nH]c4cc(OCCO)ccc4c23)cccc1-n1cnc2ccccc2c1=O"
},
"children": [
{
"id": "cmisc0az0044x7qddch8s6i27",
"routeId": "cmisc0ayz044s7qddl7ps8w7u",
"moleculeId": "eplrb5m3piyvdcbbpkao56ki",
"parentId": "cmisc0az0044w7qddyvprz1la",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08685969B2;0441;1443382\",\"rsmi\":\"O=[c:21]1o[c:29](=[O:30])[c:28]2[c:23]([nH:22]1)[cH:24][cH:25][cH:26][cH:27]2.[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[nH:12][c:13]1[c:14]2[c:15](-[c:16]2[c:17]([CH3:18])[c:19]([NH2:20])[cH:31][cH:32][cH:33]2)[cH:34][n:35][c:36]1[C:37]([NH2:38])=[O:39]>C1CCOC1.CCOC(C)=O.COC(OC)OC.O=[N+]([O-])O[La](O[N+](=O)[O-])O[N+](=O)[O-]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[nH:12][c:13]1[c:14]2[c:15](-[c:16]2[c:17]([CH3:18])[c:19](-[n:20]3[cH:21][n:22][c:23]4[cH:24][cH:25][cH:26][cH:27][c:28]4[c:29]3=[O:30])[cH:31][cH:32][cH:33]2)[cH:34][n:35][c:36]1[C:37]([NH2:38])=[O:39]\"}",
"molecule": {
"id": "eplrb5m3piyvdcbbpkao56ki",
"inchikey": "HMNYZEONVYFHJE-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc2c(c1)[nH]c1c(C(N)=O)ncc(-c3cccc(-n4cnc5ccccc5c4=O)c3C)c12"
},
"children": [
{
"id": "cmisc0az0044y7qddfqlhrgs7",
"routeId": "cmisc0ayz044s7qddl7ps8w7u",
"moleculeId": "b6h2jgucomcfby1tbisvemnd",
"parentId": "cmisc0az0044x7qddch8s6i27",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08685969B2;0436;1443379\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:20][c:19]1[c:17]([CH3:18])[c:16](-[c:15]2[c:14]3[c:9]4[cH:8][cH:7][c:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])[cH:11][c:10]4[nH:12][c:13]3[c:26]([C:27]([NH2:28])=[O:29])[n:25][cH:24]2)[cH:23][cH:22][cH:21]1>C1CCOC1.CO.[Pd]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[nH:12][c:13]1[c:14]2[c:15](-[c:16]2[c:17]([CH3:18])[c:19]([NH2:20])[cH:21][cH:22][cH:23]2)[cH:24][n:25][c:26]1[C:27]([NH2:28])=[O:29]\"}",
"molecule": {
"id": "b6h2jgucomcfby1tbisvemnd",
"inchikey": "BWGLRZMDQWGMNV-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc2c(c1)[nH]c1c(C(N)=O)ncc(-c3cccc(N)c3C)c12"
},
"children": [
{
"id": "cmisc0az104507qdd6v8h972p",
"routeId": "cmisc0ayz044s7qddl7ps8w7u",
"moleculeId": "zsw8bevn0pu960qxf8zyn2le",
"parentId": "cmisc0az0044y7qddfqlhrgs7",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08685969B2;0434;1443378\",\"rsmi\":\"O[C:37]([c:36]1[c:13]2[nH:12][c:10]3[c:9]([cH:8][cH:7][c:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])[cH:11]3)[c:14]2[c:15](-[c:16]2[cH:17][cH:18][cH:19][c:20]([NH:21][C:22](=[O:23])[O:24][CH2:25][c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[c:32]2[CH3:33])[cH:34][n:35]1)=[O:39].[NH3:38]>CC(C)NC(C)C.CN(C)C=O.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.CN1CCOCC1.F[PH](F)(F)(F)(F)F.O.Cl>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[nH:12][c:13]1[c:14]2[c:15](-[c:16]2[cH:17][cH:18][cH:19][c:20]([NH:21][C:22](=[O:23])[O:24][CH2:25][c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[c:32]2[CH3:33])[cH:34][n:35][c:36]1[C:37]([NH2:38])=[O:39]\"}",
"molecule": {
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"inchikey": "WFTWKBPQKKKCGU-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc2c(c1)[nH]c1c(C(N)=O)ncc(-c3cccc(NC(=O)OCc4ccccc4)c3C)c12"
},
"children": [
{
"id": "cmisc0az104517qddgj57irfr",
"routeId": "cmisc0ayz044s7qddl7ps8w7u",
"moleculeId": "lgta4r2c0a5fp919xt3eqfnl",
"parentId": "cmisc0az104507qdd6v8h972p",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08685969B2;0432;1443377\",\"rsmi\":\"CC[O:39][C:37]([c:36]1[c:13]2[nH:12][c:10]3[c:9]([cH:8][cH:7][c:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])[cH:11]3)[c:14]2[c:15](-[c:16]2[c:17]([CH3:18])[c:19]([NH:20][C:21](=[O:22])[O:23][CH2:24][c:25]3[cH:26][cH:27][cH:28][cH:29][cH:30]3)[cH:31][cH:32][cH:33]2)[cH:34][n:35]1)=[O:38]>C1CCOC1.CO.O.O.[Li+].O>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[nH:12][c:13]1[c:14]2[c:15](-[c:16]2[c:17]([CH3:18])[c:19]([NH:20][C:21](=[O:22])[O:23][CH2:24][c:25]3[cH:26][cH:27][cH:28][cH:29][cH:30]3)[cH:31][cH:32][cH:33]2)[cH:34][n:35][c:36]1[C:37](=[O:38])[OH:39]\"}",
"molecule": {
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"inchikey": "HSRCMXZMAOCUEM-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc2c(c1)[nH]c1c(C(=O)O)ncc(-c3cccc(NC(=O)OCc4ccccc4)c3C)c12"
},
"children": [
{
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"parentId": "cmisc0az104517qddgj57irfr",
"isLeaf": true,
"reactionHash": null,
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"metadata": null,
"molecule": {
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"inchikey": "ZYGXDRRJKIGXJE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ncc(-c2cccc(NC(=O)OCc3ccccc3)c2C)c2c1[nH]c1cc(OCCOC)ccc12"
},
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}
]
},
{
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"parentId": "cmisc0az104507qdd6v8h972p",
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"molecule": {
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"smiles": "N"
},
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}
]
}
]
},
{
"id": "cmisc0az0044z7qdd97a76n5c",
"routeId": "cmisc0ayz044s7qddl7ps8w7u",
"moleculeId": "iykzqqr1qdnzyn4rcsy9190e",
"parentId": "cmisc0az0044x7qddch8s6i27",
"isLeaf": true,
"reactionHash": null,
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"metadata": null,
"molecule": {
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"inchikey": "TXJUTRJFNRYTHH-UHFFFAOYSA-N",
"smiles": "O=c1[nH]c2ccccc2c(=O)o1"
},
"children": []
}
]
}
]
}
]
}
]
}
}