Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OCCNC(C)C)c(-c4ccc(C(=O)N(C)C)cc4)n3)nc2c1
InChiKey
ZXPJHPPOYHOLCD-UHFFFAOYSA-N
Route Content Hash
fdcc02f5613c4d63c1b3c0cb6387897d357a395f52c03bf1bc8e1c092b073037
Route Signature
9f8eae01a8d1b0c08d8361cb2bfb6d7159eea60a2df00714d3cd0ca0787b25d8
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": "cmisc0b3m04n47qdd6iphamf7",
"signature": "9f8eae01a8d1b0c08d8361cb2bfb6d7159eea60a2df00714d3cd0ca0787b25d8",
"contentHash": "fdcc02f5613c4d63c1b3c0cb6387897d357a395f52c03bf1bc8e1c092b073037",
"length": 7,
"isConvergent": false
},
"target": {
"id": "cmisc0b3m04n37qddzwz8euci",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-00467",
"moleculeId": "cb0zpj2cn72k2lzb95hudo96",
"routeLength": 7,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "cb0zpj2cn72k2lzb95hudo96",
"inchikey": "ZXPJHPPOYHOLCD-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OCCNC(C)C)c(-c4ccc(C(=O)N(C)C)cc4)n3)nc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0b3n04n57qddmnti9rwf",
"routeId": "cmisc0b3m04n47qdd6iphamf7",
"moleculeId": "cb0zpj2cn72k2lzb95hudo96",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20140140956A1;0742;1526351\",\"rsmi\":\"Br[CH2:19][CH2:18][O:17][c:16]1[cH:15][cH:14][c:13](-[c:12]2[nH:11][c:9](=[O:10])[c:8]3[c:5]([O:6][CH3:7])[cH:4][c:3]([O:2][CH3:1])[cH:39][c:38]3[n:37]2)[n:36][c:24]1-[c:25]1[cH:26][cH:27][c:28]([C:29](=[O:30])[N:31]([CH3:32])[CH3:33])[cH:34][cH:35]1.[NH2:20][CH:21]([CH3:22])[CH3:23]>CS(C)=O>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]2[c:9](=[O:10])[nH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([O:17][CH2:18][CH2:19][NH:20][CH:21]([CH3:22])[CH3:23])[c:24](-[c:25]4[cH:26][cH:27][c:28]([C:29](=[O:30])[N:31]([CH3:32])[CH3:33])[cH:34][cH:35]4)[n:36]3)[n:37][c:38]2[cH:39]1\"}",
"molecule": {
"id": "cb0zpj2cn72k2lzb95hudo96",
"inchikey": "ZXPJHPPOYHOLCD-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OCCNC(C)C)c(-c4ccc(C(=O)N(C)C)cc4)n3)nc2c1"
},
"children": [
{
"id": "cmisc0b3o04n67qddntbgvutj",
"routeId": "cmisc0b3m04n47qdd6iphamf7",
"moleculeId": "wmnl6in2802zw23wktplo34h",
"parentId": "cmisc0b3n04n57qddmnti9rwf",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "wmnl6in2802zw23wktplo34h",
"inchikey": "JJWLVOIRVHMVIS-UHFFFAOYSA-N",
"smiles": "CC(C)N"
},
"children": []
},
{
"id": "cmisc0b3o04n77qddo6y4boms",
"routeId": "cmisc0b3m04n47qdd6iphamf7",
"moleculeId": "lrymtoc16hr8jv85yp8joma8",
"parentId": "cmisc0b3n04n57qddmnti9rwf",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20140140956A1;0741;1526350\",\"rsmi\":\"BrP(Br)[Br:20].O[CH2:19][CH2:18][O:17][c:16]1[cH:15][cH:14][c:13](-[c:12]2[nH:11][c:9](=[O:10])[c:8]3[c:5]([O:6][CH3:7])[cH:4][c:3]([O:2][CH3:1])[cH:36][c:35]3[n:34]2)[n:33][c:21]1-[c:22]1[cH:23][cH:24][c:25]([C:26](=[O:27])[N:28]([CH3:29])[CH3:30])[cH:31][cH:32]1>CN(C)C=O>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]2[c:9](=[O:10])[nH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([O:17][CH2:18][CH2:19][Br:20])[c:21](-[c:22]4[cH:23][cH:24][c:25]([C:26](=[O:27])[N:28]([CH3:29])[CH3:30])[cH:31][cH:32]4)[n:33]3)[n:34][c:35]2[cH:36]1\"}",
"molecule": {
"id": "lrymtoc16hr8jv85yp8joma8",
"inchikey": "OGOSRBMKLUKBQF-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OCCBr)c(-c4ccc(C(=O)N(C)C)cc4)n3)nc2c1"
},
"children": [
{
"id": "cmisc0b3o04n87qddqlwe64ps",
"routeId": "cmisc0b3m04n47qdd6iphamf7",
"moleculeId": "yp1gsf7hv8ml78bgl0wbgxes",
"parentId": "cmisc0b3o04n77qddo6y4boms",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "yp1gsf7hv8ml78bgl0wbgxes",
"inchikey": "IPNPIHIZVLFAFP-UHFFFAOYSA-N",
"smiles": "BrP(Br)Br"
},
"children": []
},
{
"id": "cmisc0b3o04n97qdd1c4hzmt1",
"routeId": "cmisc0b3m04n47qdd6iphamf7",
"moleculeId": "x2yybxmdvwjbv3pjdo3jhdk1",
"parentId": "cmisc0b3o04n77qddo6y4boms",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20140140956A1;0731;1526343\",\"rsmi\":\"CC(C)(C)[Si](C)(C)[O:20][CH2:19][CH2:18][O:17][c:16]1[cH:15][cH:14][c:13](-[c:12]2[nH:11][c:9](=[O:10])[c:8]3[c:5]([O:6][CH3:7])[cH:4][c:3]([O:2][CH3:1])[cH:36][c:35]3[n:34]2)[n:33][c:21]1-[c:22]1[cH:23][cH:24][c:25]([C:26](=[O:27])[N:28]([CH3:29])[CH3:30])[cH:31][cH:32]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]2[c:9](=[O:10])[nH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([O:17][CH2:18][CH2:19][OH:20])[c:21](-[c:22]4[cH:23][cH:24][c:25]([C:26](=[O:27])[N:28]([CH3:29])[CH3:30])[cH:31][cH:32]4)[n:33]3)[n:34][c:35]2[cH:36]1\"}",
"molecule": {
"id": "x2yybxmdvwjbv3pjdo3jhdk1",
"inchikey": "WBHSTJNCAJNYER-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OCCO)c(-c4ccc(C(=O)N(C)C)cc4)n3)nc2c1"
},
"children": [
{
"id": "cmisc0b3o04na7qddotysm19l",
"routeId": "cmisc0b3m04n47qdd6iphamf7",
"moleculeId": "mfkx1demj5klq3e0zav41jip",
"parentId": "cmisc0b3o04n97qdd1c4hzmt1",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20140140956A1;0730;1526342\",\"rsmi\":\"O=[CH:12][c:13]1[cH:14][cH:15][c:16]([O:17][CH2:18][CH2:19][O:20][Si:21]([CH3:22])([CH3:23])[C:24]([CH3:25])([CH3:26])[CH3:27])[c:28](-[c:29]2[cH:30][cH:31][c:32]([C:33](=[O:34])[N:35]([CH3:36])[CH3:37])[cH:38][cH:39]2)[n:40]1.[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]([C:9](=[O:10])[NH2:11])[c:42]([NH2:41])[cH:43]1>CC(=O)N(C)C.Cc1ccc(S(=O)(=O)O)cc1.O.O=S(O)O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]2[c:9](=[O:10])[nH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([O:17][CH2:18][CH2:19][O:20][Si:21]([CH3:22])([CH3:23])[C:24]([CH3:25])([CH3:26])[CH3:27])[c:28](-[c:29]4[cH:30][cH:31][c:32]([C:33](=[O:34])[N:35]([CH3:36])[CH3:37])[cH:38][cH:39]4)[n:40]3)[n:41][c:42]2[cH:43]1\"}",
"molecule": {
"id": "mfkx1demj5klq3e0zav41jip",
"inchikey": "HPRCKEFZLJGWHE-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OCCO[Si](C)(C)C(C)(C)C)c(-c4ccc(C(=O)N(C)C)cc4)n3)nc2c1"
},
"children": [
{
"id": "cmisc0b3o04nb7qddk3ymjf1z",
"routeId": "cmisc0b3m04n47qdd6iphamf7",
"moleculeId": "j4qby07uiazpi3tlq0twxrva",
"parentId": "cmisc0b3o04na7qddotysm19l",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20140140956A1;0729;1526341\",\"rsmi\":\"Br[c:10]1[n:11][c:12]([CH:13]=[O:14])[cH:15][cH:16][c:17]1[O:18][CH2:19][CH2:20][O:21][Si:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[CH3:28].OB(O)[c:9]1[cH:8][cH:7][c:6]([C:4]([N:2]([CH3:1])[CH3:3])=[O:5])[cH:30][cH:29]1>O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][N:2]([CH3:3])[C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[n:11][c:12]([CH:13]=[O:14])[cH:15][cH:16][c:17]2[O:18][CH2:19][CH2:20][O:21][Si:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[CH3:28])[cH:29][cH:30]1\"}",
"molecule": {
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"inchikey": "CJLJBSDXRUBIMR-UHFFFAOYSA-N",
"smiles": "CN(C)C(=O)c1ccc(-c2nc(C=O)ccc2OCCO[Si](C)(C)C(C)(C)C)cc1"
},
"children": [
{
"id": "cmisc0b3o04nd7qddlm3ild4o",
"routeId": "cmisc0b3m04n47qdd6iphamf7",
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"parentId": "cmisc0b3o04nb7qddk3ymjf1z",
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"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20140140956A1;0655;1526303\",\"rsmi\":\"Br[CH2:10][CH2:9][O:8][Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:11][c:12]1[c:13]([Br:14])[n:15][c:16]([CH:17]=[O:18])[cH:19][cH:20]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][CH2:10][O:11][c:12]1[c:13]([Br:14])[n:15][c:16]([CH:17]=[O:18])[cH:19][cH:20]1\"}",
"molecule": {
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"inchikey": "XRONLMGGBLHYLC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCCOc1ccc(C=O)nc1Br"
},
"children": [
{
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"molecule": {
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"smiles": "CC(C)(C)[Si](C)(C)OCCBr"
},
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},
{
"id": "cmisc0b3p04ng7qddx354eqvm",
"routeId": "cmisc0b3m04n47qdd6iphamf7",
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"reactionHash": null,
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"metadata": "{\"ID\":\"US20140140956A1;0654;1526302\",\"rsmi\":\"[OH:1][CH2:2][c:3]1[n:4][c:5]([Br:6])[c:7]([OH:8])[cH:9][cH:10]1>C1COCCO1.[Mn+4].[O-2].[O-2]>[O:1]=[CH:2][c:3]1[n:4][c:5]([Br:6])[c:7]([OH:8])[cH:9][cH:10]1\"}",
"molecule": {
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"inchikey": "GUZSKPDJJLLECU-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(O)c(Br)n1"
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"children": [
{
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"smiles": "OCc1ccc(O)c(Br)n1"
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}
]
}
]
},
{
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}
]
},
{
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"molecule": {
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]
}
]
}
]
}
}