Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOCCOc1cc(C)c(-c2cccc(COc3ccc(CCC(=O)O)cc3)c2)c(C)c1
InChiKey
PUPNGJYIVSCDQT-UHFFFAOYSA-N
Route Signature
657d815673d53a17adf596bd205070ddeaa6ac61d3dd939660c2fd710c8c862a
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_46c5884875649f2ab751f326",
"signature": "657d815673d53a17adf596bd205070ddeaa6ac61d3dd939660c2fd710c8c862a",
"contentHash": "27f092d3c803fec04eb39a062efe85d8db001d13850baa65228d8f89d52c6d99",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_6cf8eae7012b40089e344c0f",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06972",
"moleculeId": "sa_8781d9e10350a2abc97289c0",
"smiles": "CCOCCOc1cc(C)c(-c2cccc(COc3ccc(CCC(=O)O)cc3)c2)c(C)c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8781d9e10350a2abc97289c0",
"inchikey": "PUPNGJYIVSCDQT-UHFFFAOYSA-N",
"smiles": "CCOCCOc1cc(C)c(-c2cccc(COc3ccc(CCC(=O)O)cc3)c2)c(C)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16059",
"routeId": "sa_46c5884875649f2ab751f326",
"moleculeId": "sa_8781d9e10350a2abc97289c0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8781d9e10350a2abc97289c0",
"inchikey": "PUPNGJYIVSCDQT-UHFFFAOYSA-N",
"smiles": "CCOCCOc1cc(C)c(-c2cccc(COc3ccc(CCC(=O)O)cc3)c2)c(C)c1"
},
"smiles": "CCOCCOc1cc(C)c(-c2cccc(COc3ccc(CCC(=O)O)cc3)c2)c(C)c1",
"reactionStepId": "sa_c97f9e0d081824fa8864d418",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149608A1;0549;469590\",\"rsmi\":\"C[O:25][C:23]([CH2:22][CH2:21][c:20]1[cH:19][cH:18][c:17]([O:16][CH2:15][c:14]2[cH:13][c:12](-[c:11]3[c:9]([CH3:10])[cH:8][c:7]([O:6][CH2:5][CH2:4][O:3][CH2:2][CH3:1])[cH:33][c:31]3[CH3:32])[cH:30][cH:29][cH:28]2)[cH:27][cH:26]1)=[O:24]>C1CCOC1.CCOC(C)=O.CO.[Na+].O>[CH3:1][CH2:2][O:3][CH2:4][CH2:5][O:6][c:7]1[cH:8][c:9]([CH3:10])[c:11](-[c:12]2[cH:13][c:14]([CH2:15][O:16][c:17]3[cH:18][cH:19][c:20]([CH2:21][CH2:22][C:23](=[O:24])[OH:25])[cH:26][cH:27]3)[cH:28][cH:29][cH:30]2)[c:31]([CH3:32])[cH:33]1\"},\"mapped_reaction_smiles\":\"C[O:25][C:23]([CH2:22][CH2:21][c:20]1[cH:19][cH:18][c:17]([O:16][CH2:15][c:14]2[cH:13][c:12](-[c:11]3[c:9]([CH3:10])[cH:8][c:7]([O:6][CH2:5][CH2:4][O:3][CH2:2][CH3:1])[cH:33][c:31]3[CH3:32])[cH:30][cH:29][cH:28]2)[cH:27][cH:26]1)=[O:24]>C1CCOC1.CCOC(C)=O.CO.[Na+].O>[CH3:1][CH2:2][O:3][CH2:4][CH2:5][O:6][c:7]1[cH:8][c:9]([CH3:10])[c:11](-[c:12]2[cH:13][c:14]([CH2:15][O:16][c:17]3[cH:18][cH:19][c:20]([CH2:21][CH2:22][C:23](=[O:24])[OH:25])[cH:26][cH:27]3)[cH:28][cH:29][cH:30]2)[c:31]([CH3:32])[cH:33]1\"}",
"reactionStep": {
"id": "sa_c97f9e0d081824fa8864d418",
"reactionHash": "fb9d3818abf562146617fc14e0b25a486e7a8b512ecd1a6609bccde889184c99"
},
"children": [
{
"id": "16060",
"routeId": "sa_46c5884875649f2ab751f326",
"moleculeId": "sa_458264faf5cafbae49ef5002",
"parentId": "16059",
"isLeaf": false,
"molecule": {
"id": "sa_458264faf5cafbae49ef5002",
"inchikey": "QWEOKRIASLCHKK-UHFFFAOYSA-N",
"smiles": "CCOCCOc1cc(C)c(-c2cccc(COc3ccc(CCC(=O)OC)cc3)c2)c(C)c1"
},
"smiles": "CCOCCOc1cc(C)c(-c2cccc(COc3ccc(CCC(=O)OC)cc3)c2)c(C)c1",
"reactionStepId": "sa_0fd4a8dda5e2c137c5ba718f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149608A1;0546;469589\",\"rsmi\":\"O[c:7]1[cH:8][c:9]([CH3:10])[c:11](-[c:12]2[cH:13][c:14]([CH2:15][O:16][c:17]3[cH:18][cH:19][c:20]([CH2:21][CH2:22][C:23](=[O:24])[O:25][CH3:26])[cH:27][cH:28]3)[cH:29][cH:30][cH:31]2)[c:32]([CH3:33])[cH:34]1.[CH3:1][CH2:2][O:3][CH2:4][CH2:5][OH:6]>C1CCOC1.CCOC(=O)N=NC(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][CH2:4][CH2:5][O:6][c:7]1[cH:8][c:9]([CH3:10])[c:11](-[c:12]2[cH:13][c:14]([CH2:15][O:16][c:17]3[cH:18][cH:19][c:20]([CH2:21][CH2:22][C:23](=[O:24])[O:25][CH3:26])[cH:27][cH:28]3)[cH:29][cH:30][cH:31]2)[c:32]([CH3:33])[cH:34]1\"},\"mapped_reaction_smiles\":\"O[c:7]1[cH:8][c:9]([CH3:10])[c:11](-[c:12]2[cH:13][c:14]([CH2:15][O:16][c:17]3[cH:18][cH:19][c:20]([CH2:21][CH2:22][C:23](=[O:24])[O:25][CH3:26])[cH:27][cH:28]3)[cH:29][cH:30][cH:31]2)[c:32]([CH3:33])[cH:34]1.[CH3:1][CH2:2][O:3][CH2:4][CH2:5][OH:6]>C1CCOC1.CCOC(=O)N=NC(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][CH2:4][CH2:5][O:6][c:7]1[cH:8][c:9]([CH3:10])[c:11](-[c:12]2[cH:13][c:14]([CH2:15][O:16][c:17]3[cH:18][cH:19][c:20]([CH2:21][CH2:22][C:23](=[O:24])[O:25][CH3:26])[cH:27][cH:28]3)[cH:29][cH:30][cH:31]2)[c:32]([CH3:33])[cH:34]1\"}",
"reactionStep": {
"id": "sa_0fd4a8dda5e2c137c5ba718f",
"reactionHash": "25e3ebb6dc40a2e7206d86f52dbb5fb466bf2d0974561d6e2d312df20e6e1b14"
},
"children": [
{
"id": "16061",
"routeId": "sa_46c5884875649f2ab751f326",
"moleculeId": "sa_5265db2c656dfa4d16c293f2",
"parentId": "16060",
"isLeaf": false,
"molecule": {
"id": "sa_5265db2c656dfa4d16c293f2",
"inchikey": "YUBYMEWWKAUDBN-UHFFFAOYSA-N",
"smiles": "COC(=O)CCc1ccc(OCc2cccc(-c3c(C)cc(O)cc3C)c2)cc1"
},
"smiles": "COC(=O)CCc1ccc(OCc2cccc(-c3c(C)cc(O)cc3C)c2)cc1",
"reactionStepId": "sa_0146fab7d16cbbc0b31d1942",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149608A1;0524;469586\",\"rsmi\":\"C1CCC([O:23][c:22]2[cH:21][c:19]([CH3:20])[c:18](-[c:17]3[cH:16][cH:15][cH:14][c:13]([CH2:12][O:11][c:10]4[cH:9][cH:8][c:7]([CH2:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:29][cH:28]4)[cH:27]3)[c:25]([CH3:26])[cH:24]2)OC1>CO.Cc1ccc(S(=O)(=O)O)cc1.O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][c:17](-[c:18]3[c:19]([CH3:20])[cH:21][c:22]([OH:23])[cH:24][c:25]3[CH3:26])[cH:27]2)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"C1CCC([O:23][c:22]2[cH:21][c:19]([CH3:20])[c:18](-[c:17]3[cH:16][cH:15][cH:14][c:13]([CH2:12][O:11][c:10]4[cH:9][cH:8][c:7]([CH2:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:29][cH:28]4)[cH:27]3)[c:25]([CH3:26])[cH:24]2)OC1>CO.Cc1ccc(S(=O)(=O)O)cc1.O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][c:17](-[c:18]3[c:19]([CH3:20])[cH:21][c:22]([OH:23])[cH:24][c:25]3[CH3:26])[cH:27]2)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_0146fab7d16cbbc0b31d1942",
"reactionHash": "088090f86a6cdbed4efab2d7b6bb863e21b2523244b76acb30e3bf0f968681d3"
},
"children": [
{
"id": "16062",
"routeId": "sa_46c5884875649f2ab751f326",
"moleculeId": "sa_ad7dcb32739d9dcb409a6da6",
"parentId": "16061",
"isLeaf": false,
"molecule": {
"id": "sa_ad7dcb32739d9dcb409a6da6",
"inchikey": "OZUXRFBZLLSUJC-UHFFFAOYSA-N",
"smiles": "COC(=O)CCc1ccc(OCc2cccc(-c3c(C)cc(OC4CCCCO4)cc3C)c2)cc1"
},
"smiles": "COC(=O)CCc1ccc(OCc2cccc(-c3c(C)cc(OC4CCCCO4)cc3C)c2)cc1",
"reactionStepId": "sa_d1efb8bf00f8c56a33de73ae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149608A1;0521;469585\",\"rsmi\":\"O[c:10]1[cH:9][cH:8][c:7]([CH2:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:35][cH:34]1.[OH:11][CH2:12][c:13]1[cH:14][cH:15][cH:16][c:17](-[c:18]2[c:19]([CH3:20])[cH:21][c:22]([O:23][CH:24]3[CH2:25][CH2:26][CH2:27][CH2:28][O:29]3)[cH:30][c:31]2[CH3:32])[cH:33]1>C1CCOC1.CCOC(=O)N=NC(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][c:17](-[c:18]3[c:19]([CH3:20])[cH:21][c:22]([O:23][CH:24]4[CH2:25][CH2:26][CH2:27][CH2:28][O:29]4)[cH:30][c:31]3[CH3:32])[cH:33]2)[cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"O[c:10]1[cH:9][cH:8][c:7]([CH2:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:35][cH:34]1.[OH:11][CH2:12][c:13]1[cH:14][cH:15][cH:16][c:17](-[c:18]2[c:19]([CH3:20])[cH:21][c:22]([O:23][CH:24]3[CH2:25][CH2:26][CH2:27][CH2:28][O:29]3)[cH:30][c:31]2[CH3:32])[cH:33]1>C1CCOC1.CCOC(=O)N=NC(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][c:17](-[c:18]3[c:19]([CH3:20])[cH:21][c:22]([O:23][CH:24]4[CH2:25][CH2:26][CH2:27][CH2:28][O:29]4)[cH:30][c:31]3[CH3:32])[cH:33]2)[cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_d1efb8bf00f8c56a33de73ae",
"reactionHash": "7bae2d3ffe6fc1df103f099c1f8a1b51c9758eead66ffbebdd7b790bca3e40dd"
},
"children": [
{
"id": "16063",
"routeId": "sa_46c5884875649f2ab751f326",
"moleculeId": "sa_15126424ce2d8602f8f4053d",
"parentId": "16062",
"isLeaf": true,
"molecule": {
"id": "sa_15126424ce2d8602f8f4053d",
"inchikey": "UYYUWKWFAWLWCV-UHFFFAOYSA-N",
"smiles": "Cc1cc(OC2CCCCO2)cc(C)c1-c1cccc(CO)c1"
},
"smiles": "Cc1cc(OC2CCCCO2)cc(C)c1-c1cccc(CO)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16064",
"routeId": "sa_46c5884875649f2ab751f326",
"moleculeId": "sa_06b9a345f3d4a47435a479f0",
"parentId": "16062",
"isLeaf": true,
"molecule": {
"id": "sa_06b9a345f3d4a47435a479f0",
"inchikey": "XRAMJHXWXCMGJM-UHFFFAOYSA-N",
"smiles": "COC(=O)CCc1ccc(O)cc1"
},
"smiles": "COC(=O)CCc1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
},
{
"id": "16065",
"routeId": "sa_46c5884875649f2ab751f326",
"moleculeId": "sa_2576eaf235e4caff6341de26",
"parentId": "16060",
"isLeaf": true,
"molecule": {
"id": "sa_2576eaf235e4caff6341de26",
"inchikey": "ZNQVEEAIQZEUHB-UHFFFAOYSA-N",
"smiles": "CCOCCO"
},
"smiles": "CCOCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}