Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cccc(C)c1OCc1noc(C(C)C)c1COc1ccc(-c2ccc3cc(C(=O)O)ncc3c2)cc1
InChiKey
WHXGJTKYGFERLO-UHFFFAOYSA-N
Route Signature
cc4bb0bf4361299fb1957a6b1ddd69f997c662a1d930f69abcf407293afd0502
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_52feaccb98530bebd01f7c37",
"signature": "cc4bb0bf4361299fb1957a6b1ddd69f997c662a1d930f69abcf407293afd0502",
"contentHash": "f3ed53eea135345a0e387feee870a5d49c9ab2dacdeb0242c06910519997c654",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_8e39a603c6f2abdd6797e431",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01517",
"moleculeId": "sa_1458c6f080ea9b1342b3e407",
"smiles": "Cc1cccc(C)c1OCc1noc(C(C)C)c1COc1ccc(-c2ccc3cc(C(=O)O)ncc3c2)cc1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_1458c6f080ea9b1342b3e407",
"inchikey": "WHXGJTKYGFERLO-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1OCc1noc(C(C)C)c1COc1ccc(-c2ccc3cc(C(=O)O)ncc3c2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10253",
"routeId": "sa_52feaccb98530bebd01f7c37",
"moleculeId": "sa_1458c6f080ea9b1342b3e407",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_1458c6f080ea9b1342b3e407",
"inchikey": "WHXGJTKYGFERLO-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1OCc1noc(C(C)C)c1COc1ccc(-c2ccc3cc(C(=O)O)ncc3c2)cc1"
},
"smiles": "Cc1cccc(C)c1OCc1noc(C(C)C)c1COc1ccc(-c2ccc3cc(C(=O)O)ncc3c2)cc1",
"reactionStepId": "sa_3660912830b112d21edf511b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080096921A1;0589;566274\",\"rsmi\":\"C[O:33][C:31]([c:30]1[cH:29][c:28]2[cH:27][cH:26][c:25](-[c:24]3[cH:23][cH:22][c:21]([O:20][CH2:19][c:18]4[c:11]([CH2:10][O:9][c:8]5[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]5[CH3:7])[n:12][o:13][c:14]4[CH:15]([CH3:16])[CH3:17])[cH:39][cH:38]3)[cH:37][c:36]2[cH:35][n:34]1)=[O:32]>C1CCOC1.CO.Cl.[Na+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[O:9][CH2:10][c:11]1[n:12][o:13][c:14]([CH:15]([CH3:16])[CH3:17])[c:18]1[CH2:19][O:20][c:21]1[cH:22][cH:23][c:24](-[c:25]2[cH:26][cH:27][c:28]3[cH:29][c:30]([C:31](=[O:32])[OH:33])[n:34][cH:35][c:36]3[cH:37]2)[cH:38][cH:39]1\"},\"mapped_reaction_smiles\":\"C[O:33][C:31]([c:30]1[cH:29][c:28]2[cH:27][cH:26][c:25](-[c:24]3[cH:23][cH:22][c:21]([O:20][CH2:19][c:18]4[c:11]([CH2:10][O:9][c:8]5[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]5[CH3:7])[n:12][o:13][c:14]4[CH:15]([CH3:16])[CH3:17])[cH:39][cH:38]3)[cH:37][c:36]2[cH:35][n:34]1)=[O:32]>C1CCOC1.CO.Cl.[Na+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[O:9][CH2:10][c:11]1[n:12][o:13][c:14]([CH:15]([CH3:16])[CH3:17])[c:18]1[CH2:19][O:20][c:21]1[cH:22][cH:23][c:24](-[c:25]2[cH:26][cH:27][c:28]3[cH:29][c:30]([C:31](=[O:32])[OH:33])[n:34][cH:35][c:36]3[cH:37]2)[cH:38][cH:39]1\"}",
"reactionStep": {
"id": "sa_3660912830b112d21edf511b",
"reactionHash": "0887528f0c19b968f4de03164c71e863242f82f3b627df31ad7374ef6a7549f9"
},
"children": [
{
"id": "10254",
"routeId": "sa_52feaccb98530bebd01f7c37",
"moleculeId": "sa_18a7e8cac7c7344ddbecea9e",
"parentId": "10253",
"isLeaf": false,
"molecule": {
"id": "sa_18a7e8cac7c7344ddbecea9e",
"inchikey": "KSYRTABYBWXIQN-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc2ccc(-c3ccc(OCc4c(COc5c(C)cccc5C)noc4C(C)C)cc3)cc2cn1"
},
"smiles": "COC(=O)c1cc2ccc(-c3ccc(OCc4c(COc5c(C)cccc5C)noc4C(C)C)cc3)cc2cn1",
"reactionStepId": "sa_3b99318e008ef6c42a476295",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080096921A1;0587;566273\",\"rsmi\":\"O[CH2:16][c:17]1[c:18]([CH:19]([CH3:20])[CH3:21])[o:22][n:23][c:24]1[CH2:25][O:26][c:27]1[c:28]([CH3:29])[cH:30][cH:31][cH:32][c:33]1[CH3:34].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([OH:15])[cH:35][cH:36]3)[cH:37][c:38]2[cH:39][n:40]1>CC(C)OC(=O)N=NC(=O)OC(C)C.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([O:15][CH2:16][c:17]4[c:18]([CH:19]([CH3:20])[CH3:21])[o:22][n:23][c:24]4[CH2:25][O:26][c:27]4[c:28]([CH3:29])[cH:30][cH:31][cH:32][c:33]4[CH3:34])[cH:35][cH:36]3)[cH:37][c:38]2[cH:39][n:40]1\"},\"mapped_reaction_smiles\":\"O[CH2:16][c:17]1[c:18]([CH:19]([CH3:20])[CH3:21])[o:22][n:23][c:24]1[CH2:25][O:26][c:27]1[c:28]([CH3:29])[cH:30][cH:31][cH:32][c:33]1[CH3:34].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([OH:15])[cH:35][cH:36]3)[cH:37][c:38]2[cH:39][n:40]1>CC(C)OC(=O)N=NC(=O)OC(C)C.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([O:15][CH2:16][c:17]4[c:18]([CH:19]([CH3:20])[CH3:21])[o:22][n:23][c:24]4[CH2:25][O:26][c:27]4[c:28]([CH3:29])[cH:30][cH:31][cH:32][c:33]4[CH3:34])[cH:35][cH:36]3)[cH:37][c:38]2[cH:39][n:40]1\"}",
"reactionStep": {
"id": "sa_3b99318e008ef6c42a476295",
"reactionHash": "26d65f3bc1714cfb5894ede679767d9fe1cb8108a41111dad949c390831186b3"
},
"children": [
{
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"routeId": "sa_52feaccb98530bebd01f7c37",
"moleculeId": "sa_b9242549f405c1a1c2b4d4b2",
"parentId": "10254",
"isLeaf": false,
"molecule": {
"id": "sa_b9242549f405c1a1c2b4d4b2",
"inchikey": "AZBMTNDPOXULCM-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1OCc1noc(C(C)C)c1CO"
},
"smiles": "Cc1cccc(C)c1OCc1noc(C(C)C)c1CO",
"reactionStepId": "sa_8d0adb6e1a1be0e120890c0a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080096921A1;0585;566272\",\"rsmi\":\"C[O:20][C:19](=O)[c:18]1[c:11]([CH2:10][O:9][c:8]2[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]2[CH3:7])[n:12][o:13][c:14]1[CH:15]([CH3:16])[CH3:17]>C1CCOC1.CC(C)C[Al+]CC(C)C.CCOC(C)=O.Cc1ccccc1.O=C(O)[C@H](O)[C@@H](O)C(=O)O.[HH].[K+].[Na+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[O:9][CH2:10][c:11]1[n:12][o:13][c:14]([CH:15]([CH3:16])[CH3:17])[c:18]1[CH2:19][OH:20]\"},\"mapped_reaction_smiles\":\"C[O:20][C:19](=O)[c:18]1[c:11]([CH2:10][O:9][c:8]2[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]2[CH3:7])[n:12][o:13][c:14]1[CH:15]([CH3:16])[CH3:17]>C1CCOC1.CC(C)C[Al+]CC(C)C.CCOC(C)=O.Cc1ccccc1.O=C(O)[C@H](O)[C@@H](O)C(=O)O.[HH].[K+].[Na+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([CH3:7])[c:8]1[O:9][CH2:10][c:11]1[n:12][o:13][c:14]([CH:15]([CH3:16])[CH3:17])[c:18]1[CH2:19][OH:20]\"}",
"reactionStep": {
"id": "sa_8d0adb6e1a1be0e120890c0a",
"reactionHash": "5dc505ff919c93412f2b1d6f7586b8ff68cd48c3fb3c0deaacd4416c0af8c5d2"
},
"children": [
{
"id": "10256",
"routeId": "sa_52feaccb98530bebd01f7c37",
"moleculeId": "sa_47078437026df88693ba59bd",
"parentId": "10255",
"isLeaf": false,
"molecule": {
"id": "sa_47078437026df88693ba59bd",
"inchikey": "XELBRRUMFIHDAP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1c(COc2c(C)cccc2C)noc1C(C)C"
},
"smiles": "COC(=O)c1c(COc2c(C)cccc2C)noc1C(C)C",
"reactionStepId": "sa_12c10147beeee39c413685eb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080096921A1;0583;566271\",\"rsmi\":\"O[c:15]1[c:16]([CH3:17])[cH:18][cH:19][cH:20][c:21]1[CH3:22].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH:7]([CH3:8])[CH3:9])[o:10][n:11][c:12]1[CH2:13][OH:14]>CC(C)OC(=O)N=NC(=O)OC(C)C.Cc1ccccc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH:7]([CH3:8])[CH3:9])[o:10][n:11][c:12]1[CH2:13][O:14][c:15]1[c:16]([CH3:17])[cH:18][cH:19][cH:20][c:21]1[CH3:22]\"},\"mapped_reaction_smiles\":\"O[c:15]1[c:16]([CH3:17])[cH:18][cH:19][cH:20][c:21]1[CH3:22].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH:7]([CH3:8])[CH3:9])[o:10][n:11][c:12]1[CH2:13][OH:14]>CC(C)OC(=O)N=NC(=O)OC(C)C.Cc1ccccc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH:7]([CH3:8])[CH3:9])[o:10][n:11][c:12]1[CH2:13][O:14][c:15]1[c:16]([CH3:17])[cH:18][cH:19][cH:20][c:21]1[CH3:22]\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_caa91f16e1f078f80c459930",
"parentId": "10256",
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"molecule": {
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"inchikey": "CSWZWEBANNKNDO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1c(CO)noc1C(C)C"
},
"smiles": "COC(=O)c1c(CO)noc1C(C)C",
"reactionStepId": "sa_a4b8810a277db3aa81f5d3cc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080096921A1;0581;566270\",\"rsmi\":\"CC(C)(C)[O:14][CH2:13][c:12]1[c:5]([C:3]([O:2][CH3:1])=[O:4])[c:6]([CH:7]([CH3:8])[CH3:9])[o:10][n:11]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH:7]([CH3:8])[CH3:9])[o:10][n:11][c:12]1[CH2:13][OH:14]\"},\"mapped_reaction_smiles\":\"CC(C)(C)[O:14][CH2:13][c:12]1[c:5]([C:3]([O:2][CH3:1])=[O:4])[c:6]([CH:7]([CH3:8])[CH3:9])[o:10][n:11]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH:7]([CH3:8])[CH3:9])[o:10][n:11][c:12]1[CH2:13][OH:14]\"}",
"reactionStep": {
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"children": [
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"molecule": {
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"smiles": "COC(=O)c1c(COC(C)(C)C)noc1C(C)C"
},
"smiles": "COC(=O)c1c(COC(C)(C)C)noc1C(C)C",
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}
]
},
{
"id": "10259",
"routeId": "sa_52feaccb98530bebd01f7c37",
"moleculeId": "sa_c2728da552c79d1528931265",
"parentId": "10256",
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"molecule": {
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"inchikey": "NXXYKOUNUYWIHA-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C)c1O"
},
"smiles": "Cc1cccc(C)c1O",
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}
]
}
]
},
{
"id": "10260",
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"moleculeId": "sa_48830f6e7cf2ba0597ecd6be",
"parentId": "10254",
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"molecule": {
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"inchikey": "YPWSSXJKDXYGNA-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc2ccc(-c3ccc(O)cc3)cc2cn1"
},
"smiles": "COC(=O)c1cc2ccc(-c3ccc(O)cc3)cc2cn1",
"reactionStepId": "sa_749a7029f447346803b92a4f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080096921A1;0466;566225\",\"rsmi\":\"CC1(C)OB([c:11]2[cH:12][cH:13][c:14]([OH:15])[cH:16][cH:17]2)OC1(C)C.O=S(=O)(O[c:10]1[cH:9][cH:8][c:7]2[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[n:21][cH:20][c:19]2[cH:18]1)C(F)(F)F>COCCOC.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([OH:15])[cH:16][cH:17]3)[cH:18][c:19]2[cH:20][n:21]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:11]2[cH:12][cH:13][c:14]([OH:15])[cH:16][cH:17]2)OC1(C)C.O=S(=O)(O[c:10]1[cH:9][cH:8][c:7]2[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[n:21][cH:20][c:19]2[cH:18]1)C(F)(F)F>COCCOC.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([OH:15])[cH:16][cH:17]3)[cH:18][c:19]2[cH:20][n:21]1\"}",
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"smiles": "CC1(C)OB(c2ccc(O)cc2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(O)cc2)OC1(C)C",
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},
{
"id": "10262",
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"parentId": "10260",
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"molecule": {
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"inchikey": "OLILEBJOJUKXAM-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc2ccc(OS(=O)(=O)C(F)(F)F)cc2cn1"
},
"smiles": "COC(=O)c1cc2ccc(OS(=O)(=O)C(F)(F)F)cc2cn1",
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