Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCOS(C)(=O)=O)cc2)n1
InChiKey
WFWVIMPIFRCSCG-UHFFFAOYSA-N
Route Signature
13de34efa9489bf0bf5290310e5f26837d20c7ce0130d97644774b1b8ac54499
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisbzx2e01iezfdd6pyz1xpx",
"signature": "13de34efa9489bf0bf5290310e5f26837d20c7ce0130d97644774b1b8ac54499",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc0g31023ybodd2eyfgx9h",
"benchmarkSetId": "cmisc0flu0000boddjstwifeo",
"targetId": "n5-00223",
"moleculeId": "f8o9cvw8saxibiieb1tw7yal",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "f8o9cvw8saxibiieb1tw7yal",
"inchikey": "WFWVIMPIFRCSCG-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCOS(C)(=O)=O)cc2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 4
},
"rootNode": {
"id": "cmisbzx2e01ifzfdd7jqpxan2",
"routeId": "cmisbzx2e01iezfdd6pyz1xpx",
"moleculeId": "f8o9cvw8saxibiieb1tw7yal",
"parentId": null,
"reactionStepId": "nluirk0tzvarpenhnnc22f5c",
"isLeaf": false,
"molecule": {
"id": "f8o9cvw8saxibiieb1tw7yal",
"inchikey": "WFWVIMPIFRCSCG-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCOS(C)(=O)=O)cc2)n1"
},
"reactionStep": {
"id": "nluirk0tzvarpenhnnc22f5c",
"reactionHash": "c0d299a4fc6fcab0c394a455977f1246a8f66624caf4135d7967e970c1402e28",
"template": null,
"metadata": "{\"ID\":\"US20100160292A1;1092;901098\",\"rsmi\":\"Cl[S:19]([CH3:20])(=[O:21])=[O:22].[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6]([CH3:7])[c:8](=[O:9])[c:10]([NH:11][c:12]3[cH:13][cH:14][c:15]([CH2:16][CH2:17][OH:18])[cH:23][cH:24]3)[n:25]2)[cH:26][cH:27][cH:28][c:29]1[NH:30][C:31](=[O:32])[c:33]1[cH:34][cH:35][c:36]([C:37]([CH3:38])([CH3:39])[CH3:40])[cH:41][cH:42]1>CCN(C(C)C)C(C)C.ClCCl.[Na+].O>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6]([CH3:7])[c:8](=[O:9])[c:10]([NH:11][c:12]3[cH:13][cH:14][c:15]([CH2:16][CH2:17][O:18][S:19]([CH3:20])(=[O:21])=[O:22])[cH:23][cH:24]3)[n:25]2)[cH:26][cH:27][cH:28][c:29]1[NH:30][C:31](=[O:32])[c:33]1[cH:34][cH:35][c:36]([C:37]([CH3:38])([CH3:39])[CH3:40])[cH:41][cH:42]1\"}"
},
"children": [
{
"id": "cmisbzx2f01igzfddulbs7pog",
"routeId": "cmisbzx2e01iezfdd6pyz1xpx",
"moleculeId": "c4pcpmqw6bjh3g6q0hshj5f3",
"parentId": "cmisbzx2e01ifzfdd7jqpxan2",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzx2f01ihzfddts0lcfyl",
"routeId": "cmisbzx2e01iezfdd6pyz1xpx",
"moleculeId": "rnupwzwejajle32zp9foslgi",
"parentId": "cmisbzx2e01ifzfdd7jqpxan2",
"reactionStepId": "dikuernpcgd61bqopasm50mv",
"isLeaf": false,
"molecule": {
"id": "rnupwzwejajle32zp9foslgi",
"inchikey": "RCENBVNHGBAZLI-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCO)cc2)n1"
},
"reactionStep": {
"id": "dikuernpcgd61bqopasm50mv",
"reactionHash": "352affdfff7eabb910d6fcc60590d6ca973d84ec4d2c0b7f972944366dc3dcc3",
"template": null,
"metadata": "{\"ID\":\"US20100160292A1;1090;901097\",\"rsmi\":\"Br[c:21]1[cH:22][n:23]([CH3:24])[c:25](=[O:26])[c:27]([NH:28][c:29]2[cH:30][cH:31][c:32]([CH2:33][CH2:34][OH:35])[cH:36][cH:37]2)[n:38]1.CC1(C)OB([c:20]2[c:2]([CH3:1])[c:3]([NH:4][C:5](=[O:6])[c:7]3[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]3)[cH:17][cH:18][cH:19]2)OC1(C)C>COCCOC.O.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][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][c:20]1-[c:21]1[cH:22][n:23]([CH3:24])[c:25](=[O:26])[c:27]([NH:28][c:29]2[cH:30][cH:31][c:32]([CH2:33][CH2:34][OH:35])[cH:36][cH:37]2)[n:38]1\"}"
},
"children": [
{
"id": "cmisbzx2f01iizfddsut159ev",
"routeId": "cmisbzx2e01iezfdd6pyz1xpx",
"moleculeId": "xb0ft89a9f3un85cb2k44ncc",
"parentId": "cmisbzx2f01ihzfddts0lcfyl",
"reactionStepId": "pk8z9h4y9tpy559keuf5syci",
"isLeaf": false,
"molecule": {
"id": "xb0ft89a9f3un85cb2k44ncc",
"inchikey": "ATTNKONWSRSBKY-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1B1OC(C)(C)C(C)(C)O1"
},
"reactionStep": {
"id": "pk8z9h4y9tpy559keuf5syci",
"reactionHash": "9dd5005f75d5a9b7751ccf13b7f4d9e56534e8ec607ba3b4dfaec06fe3fd2b17",
"template": null,
"metadata": "{\"ID\":\"US20100160292A1;1034;901070\",\"rsmi\":\"Cl[C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]1.[CH3:1][c:2]1[c:3]([NH2:4])[cH:17][cH:18][cH:19][c:20]1[B:21]1[O:22][C:23]([CH3:24])([CH3:25])[C:26]([CH3:27])([CH3:28])[O:29]1>CCN(CC)CC.ClCCl.O>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][c:20]1[B:21]1[O:22][C:23]([CH3:24])([CH3:25])[C:26]([CH3:27])([CH3:28])[O:29]1\"}"
},
"children": [
{
"id": "cmisbzx2f01ikzfdd6k8xccza",
"routeId": "cmisbzx2e01iezfdd6pyz1xpx",
"moleculeId": "oi1e5x18p34ik4ynjzdfl1m6",
"parentId": "cmisbzx2f01iizfddsut159ev",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "oi1e5x18p34ik4ynjzdfl1m6",
"inchikey": "WNLMYNASWOULQY-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(C(=O)Cl)cc1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzx2f01ilzfddakf7jdpt",
"routeId": "cmisbzx2e01iezfdd6pyz1xpx",
"moleculeId": "aq887wb328tqxt8ffj7v5cuf",
"parentId": "cmisbzx2f01iizfddsut159ev",
"reactionStepId": "pwzvwu3zvpme4yff9llkneeg",
"isLeaf": false,
"molecule": {
"id": "aq887wb328tqxt8ffj7v5cuf",
"inchikey": "JMKMGPGFYMANCA-UHFFFAOYSA-N",
"smiles": "Cc1c(N)cccc1B1OC(C)(C)C(C)(C)O1"
},
"reactionStep": {
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"reactionHash": "01560697066cbc0700f6080d42793a04f9618e0a79d7a77bbf48350ab496c014",
"template": null,
"metadata": "{\"ID\":\"US20100160292A1;1032;901069\",\"rsmi\":\"O=[N+:4]([O-])[c:3]1[c:2]([CH3:1])[c:8]([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)[cH:7][cH:6][cH:5]1>CO>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][cH:6][cH:7][c:8]1[B:9]1[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]1\"}"
},
"children": [
{
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"routeId": "cmisbzx2e01iezfdd6pyz1xpx",
"moleculeId": "w6x66brdq22xuiycqfs52b8r",
"parentId": "cmisbzx2f01ilzfddakf7jdpt",
"reactionStepId": "szj1khhenjk5ve595jw4sced",
"isLeaf": false,
"molecule": {
"id": "w6x66brdq22xuiycqfs52b8r",
"inchikey": "DGUVYVUSWYNPNM-UHFFFAOYSA-N",
"smiles": "Cc1c(B2OC(C)(C)C(C)(C)O2)cccc1[N+](=O)[O-]"
},
"reactionStep": {
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"reactionHash": "a204b777f1a0d5ab1e229740c30bef0648a06a4c2f9d89dd8697f2e18b8b0030",
"template": null,
"metadata": "{\"ID\":\"US20100160292A1;1030;901068\",\"rsmi\":\"Br[c:3]1[c:2]([CH3:1])[c:16]([N+:17](=[O:18])[O-:19])[cH:15][cH:14][cH:13]1.CC1(C)OB([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)OC1(C)C>CC(=O)O.CS(C)=O.ClCCl.Cl[Pd]Cl.O.[Fe+2].[K+]>[CH3:1][c:2]1[c:3]([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)[cH:13][cH:14][cH:15][c:16]1[N+:17](=[O:18])[O-:19]\"}"
},
"children": [
{
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"moleculeId": "i3n48q7plwaq0oz9th5dsywf",
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"molecule": {
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"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
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"children": []
},
{
"id": "cmisbzx2g01iqzfdd0t02wy2q",
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"moleculeId": "tvvs2y6ixpud643fhixcoxpl",
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"molecule": {
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"smiles": "Cc1c(Br)cccc1[N+](=O)[O-]"
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}
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]
}
]
},
{
"id": "cmisbzx2f01ijzfddh3hw8agm",
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"moleculeId": "r07tqc11x8ktlv0zca3tz02a",
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"isLeaf": false,
"molecule": {
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"inchikey": "WLCLYKILUHBQAW-UHFFFAOYSA-N",
"smiles": "Cn1cc(Br)nc(Nc2ccc(CCO)cc2)c1=O"
},
"reactionStep": {
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"reactionHash": "f971876b72d63a5ac6b983b55bdfeeb11f1ee7addf7b6ba9bfbfbb474dd96fdf",
"template": null,
"metadata": "{\"ID\":\"US20100160292A1;1088;901096\",\"rsmi\":\"Br[c:7]1[n:6][c:4]([Br:5])[cH:3][n:2]([CH3:1])[c:18]1=[O:19].[NH2:8][c:9]1[cH:10][cH:11][c:12]([CH2:13][CH2:14][OH:15])[cH:16][cH:17]1>CN1CCCC1=O.ClCCl>[CH3:1][n:2]1[cH:3][c:4]([Br:5])[n:6][c:7]([NH:8][c:9]2[cH:10][cH:11][c:12]([CH2:13][CH2:14][OH:15])[cH:16][cH:17]2)[c:18]1=[O:19]\"}"
},
"children": [
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"molecule": {
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},
{
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"smiles": "Nc1ccc(CCO)cc1"
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}
]
}
]
}
]
}
}