Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(O)Cn1ccc2cc(OCCCC#Cc3ccc(OC(F)(F)F)cc3)ccc21
InChiKey
XCEJIXMAQWPVCP-UHFFFAOYSA-N
Route Signature
fed06ae0418c4d10906861c9f85984ddab872c637e4d3d204de541d5ec9e8a6f
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_8f4450ff8d03d6d127d5ff00",
"signature": "fed06ae0418c4d10906861c9f85984ddab872c637e4d3d204de541d5ec9e8a6f",
"contentHash": "26314edb86b166d79472c299cdb09c5613f2c2e90bc7874d4a9557f80e8a661d",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_e0e7433f58a31d95775b9bea",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07747",
"moleculeId": "sa_c68ed0d3ec8923b734eb7d0e",
"smiles": "O=C(O)Cn1ccc2cc(OCCCC#Cc3ccc(OC(F)(F)F)cc3)ccc21",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_c68ed0d3ec8923b734eb7d0e",
"inchikey": "XCEJIXMAQWPVCP-UHFFFAOYSA-N",
"smiles": "O=C(O)Cn1ccc2cc(OCCCC#Cc3ccc(OC(F)(F)F)cc3)ccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3049",
"routeId": "sa_8f4450ff8d03d6d127d5ff00",
"moleculeId": "sa_c68ed0d3ec8923b734eb7d0e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c68ed0d3ec8923b734eb7d0e",
"inchikey": "XCEJIXMAQWPVCP-UHFFFAOYSA-N",
"smiles": "O=C(O)Cn1ccc2cc(OCCCC#Cc3ccc(OC(F)(F)F)cc3)ccc21"
},
"smiles": "O=C(O)Cn1ccc2cc(OCCCC#Cc3ccc(OC(F)(F)F)cc3)ccc21",
"reactionStepId": "sa_f2e5da430a3a0f28e8cc9107",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07405236B2;0241;848670\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[CH2:4][n:5]1[cH:6][cH:7][c:8]2[cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][c:17]3[cH:18][cH:19][c:20]([O:21][C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[cH:28][cH:29][c:30]12>[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][n:5]1[cH:6][cH:7][c:8]2[cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][c:17]3[cH:18][cH:19][c:20]([O:21][C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[cH:28][cH:29][c:30]12\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[CH2:4][n:5]1[cH:6][cH:7][c:8]2[cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][c:17]3[cH:18][cH:19][c:20]([O:21][C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[cH:28][cH:29][c:30]12>[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][n:5]1[cH:6][cH:7][c:8]2[cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][c:17]3[cH:18][cH:19][c:20]([O:21][C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[cH:28][cH:29][c:30]12\"}",
"reactionStep": {
"id": "sa_f2e5da430a3a0f28e8cc9107",
"reactionHash": "c9c41573d0a3f22a70692405ff37a6d59553544c0e973ffe83106791dc9af8ea"
},
"children": [
{
"id": "3050",
"routeId": "sa_8f4450ff8d03d6d127d5ff00",
"moleculeId": "sa_708049509e1824c7bb2a4212",
"parentId": "3049",
"isLeaf": false,
"molecule": {
"id": "sa_708049509e1824c7bb2a4212",
"inchikey": "WHEWNMULMHHZEQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cn1ccc2cc(OCCCC#Cc3ccc(OC(F)(F)F)cc3)ccc21"
},
"smiles": "CCOC(=O)Cn1ccc2cc(OCCCC#Cc3ccc(OC(F)(F)F)cc3)ccc21",
"reactionStepId": "sa_eed79968e7de990dbaa64645",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07405236B2;0239;848669\",\"rsmi\":\"O[CH2:14][CH2:15][CH2:16][C:17]#[C:18][c:19]1[cH:20][cH:21][c:22]([O:23][C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([OH:13])[cH:30][cH:31][c:32]12>CCCCP(CCCC)CCCC.CN(C)C(=O)N=NC(=O)N(C)C>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][c:19]3[cH:20][cH:21][c:22]([O:23][C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]3)[cH:30][cH:31][c:32]12\"},\"mapped_reaction_smiles\":\"O[CH2:14][CH2:15][CH2:16][C:17]#[C:18][c:19]1[cH:20][cH:21][c:22]([O:23][C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([OH:13])[cH:30][cH:31][c:32]12>CCCCP(CCCC)CCCC.CN(C)C(=O)N=NC(=O)N(C)C>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][c:19]3[cH:20][cH:21][c:22]([O:23][C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]3)[cH:30][cH:31][c:32]12\"}",
"reactionStep": {
"id": "sa_eed79968e7de990dbaa64645",
"reactionHash": "763e198220e9db6640117515e95622426f900cb80b2489373323ac10e1bde083"
},
"children": [
{
"id": "3051",
"routeId": "sa_8f4450ff8d03d6d127d5ff00",
"moleculeId": "sa_ff1ad0b01be2f5dc28cac2de",
"parentId": "3050",
"isLeaf": false,
"molecule": {
"id": "sa_ff1ad0b01be2f5dc28cac2de",
"inchikey": "APPCQNCDQULMKN-UHFFFAOYSA-N",
"smiles": "OCCCC#Cc1ccc(OC(F)(F)F)cc1"
},
"smiles": "OCCCC#Cc1ccc(OC(F)(F)F)cc1",
"reactionStepId": "sa_93e935857715c9a817745862",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07405236B2;0198;848648\",\"rsmi\":\"I[c:7]1[cH:8][cH:9][c:10]([O:11][C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1.[OH:1][CH2:2][CH2:3][CH2:4][C:5]#[CH:6]>C1CCNCC1.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[OH:1][CH2:2][CH2:3][CH2:4][C:5]#[C:6][c:7]1[cH:8][cH:9][c:10]([O:11][C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"I[c:7]1[cH:8][cH:9][c:10]([O:11][C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1.[OH:1][CH2:2][CH2:3][CH2:4][C:5]#[CH:6]>C1CCNCC1.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[OH:1][CH2:2][CH2:3][CH2:4][C:5]#[C:6][c:7]1[cH:8][cH:9][c:10]([O:11][C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_93e935857715c9a817745862",
"reactionHash": "f31f7564dffc7eb881114fb974e062fdb4b516a6858ede5ab741bb7876e25ce8"
},
"children": [
{
"id": "3052",
"routeId": "sa_8f4450ff8d03d6d127d5ff00",
"moleculeId": "sa_98edc0ea2f375c65f248a4c7",
"parentId": "3051",
"isLeaf": true,
"molecule": {
"id": "sa_98edc0ea2f375c65f248a4c7",
"inchikey": "CRWVOXFUXPYTRK-UHFFFAOYSA-N",
"smiles": "C#CCCCO"
},
"smiles": "C#CCCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3053",
"routeId": "sa_8f4450ff8d03d6d127d5ff00",
"moleculeId": "sa_0b158faa10839c60e37bfd3e",
"parentId": "3051",
"isLeaf": true,
"molecule": {
"id": "sa_0b158faa10839c60e37bfd3e",
"inchikey": "RTUDBROGOZBBIC-UHFFFAOYSA-N",
"smiles": "FC(F)(F)Oc1ccc(I)cc1"
},
"smiles": "FC(F)(F)Oc1ccc(I)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "3054",
"routeId": "sa_8f4450ff8d03d6d127d5ff00",
"moleculeId": "sa_11f8943ff9e74470ba1ad165",
"parentId": "3050",
"isLeaf": false,
"molecule": {
"id": "sa_11f8943ff9e74470ba1ad165",
"inchikey": "FKMUOQRGDODMEL-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cn1ccc2cc(O)ccc21"
},
"smiles": "CCOC(=O)Cn1ccc2cc(O)ccc21",
"reactionStepId": "sa_187771c269a2a3860e21debf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07405236B2;0237;848668\",\"rsmi\":\"CC(C)(C)[Si](C)(C)[O:13][c:12]1[cH:11][c:10]2[cH:9][cH:8][n:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:16]2[cH:15][cH:14]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.CCOCC.O.F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([OH:13])[cH:14][cH:15][c:16]12\"},\"mapped_reaction_smiles\":\"CC(C)(C)[Si](C)(C)[O:13][c:12]1[cH:11][c:10]2[cH:9][cH:8][n:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:16]2[cH:15][cH:14]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.CCOCC.O.F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([OH:13])[cH:14][cH:15][c:16]12\"}",
"reactionStep": {
"id": "sa_187771c269a2a3860e21debf",
"reactionHash": "19d5cc1197336a645bafde888ee4dc506d6a9901255c6e5a952875b69998a950"
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"children": [
{
"id": "3055",
"routeId": "sa_8f4450ff8d03d6d127d5ff00",
"moleculeId": "sa_43931ab81bb82e09bd142a63",
"parentId": "3054",
"isLeaf": false,
"molecule": {
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"inchikey": "UYSYGFKMTQTZIN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cn1ccc2cc(O[Si](C)(C)C(C)(C)C)ccc21"
},
"smiles": "CCOC(=O)Cn1ccc2cc(O[Si](C)(C)C(C)(C)C)ccc21",
"reactionStepId": "sa_a389a3cb45d024de8765ed82",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07405236B2;0235;848667\",\"rsmi\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[nH:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([O:13][Si:14]([CH3:15])([CH3:16])[C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][cH:22][c:23]12>CCOCC.CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([O:13][Si:14]([CH3:15])([CH3:16])[C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][cH:22][c:23]12\"},\"mapped_reaction_smiles\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[nH:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([O:13][Si:14]([CH3:15])([CH3:16])[C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][cH:22][c:23]12>CCOCC.CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][c:12]([O:13][Si:14]([CH3:15])([CH3:16])[C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][cH:22][c:23]12\"}",
"reactionStep": {
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"reactionHash": "056269dfc498739c1f7f8afe12f58970b7c78135c883441d12506900a6c37136"
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"children": [
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"moleculeId": "sa_b4300e12a33d6c69467448a0",
"parentId": "3055",
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"molecule": {
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"inchikey": "LUUANNCTVICLCJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Oc1ccc2[nH]ccc2c1"
},
"smiles": "CC(C)(C)[Si](C)(C)Oc1ccc2[nH]ccc2c1",
"reactionStepId": "sa_74d03211585eb6c3e1f91ceb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07405236B2;0233;848666\",\"rsmi\":\"Cl[Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][cH:14][cH:15][c:16]2[cH:17]1>CCOCC.CN(C)C=O.c1c[nH]cn1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][cH:14][cH:15][c:16]2[cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][cH:14][cH:15][c:16]2[cH:17]1>CCOCC.CN(C)C=O.c1c[nH]cn1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][cH:14][cH:15][c:16]2[cH:17]1\"}",
"reactionStep": {
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"children": [
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"molecule": {
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"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Cl",
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{
"id": "3058",
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"molecule": {
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"smiles": "Oc1ccc2[nH]ccc2c1"
},
"smiles": "Oc1ccc2[nH]ccc2c1",
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}
]
},
{
"id": "3059",
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"molecule": {
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"inchikey": "PQJJJMRNHATNKG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CBr"
},
"smiles": "CCOC(=O)CBr",
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}
]
}
]
}
]
}
]
}
}