Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc2c(C)cccn2c(=O)c1CCN1CC=C(c2c[nH]c3ccccc23)CC1
InChiKey
GQWVZDFGWXSYPZ-UHFFFAOYSA-N
Route Signature
9524fe136934ce9e6289c48f7ad769fb3defb3026ee53c8e7c4b86c093ec14c1
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_63ad88927ac28a31ff055a0e",
"signature": "9524fe136934ce9e6289c48f7ad769fb3defb3026ee53c8e7c4b86c093ec14c1",
"contentHash": "0b2a93d6765852c77ff20783bbb18d7b47e2f77ea252ca749971acfe9ab90e25",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_102042f77836589c3177fdd8",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04321",
"moleculeId": "sa_d44f7d4a5546735c61a15490",
"smiles": "Cc1nc2c(C)cccn2c(=O)c1CCN1CC=C(c2c[nH]c3ccccc23)CC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_d44f7d4a5546735c61a15490",
"inchikey": "GQWVZDFGWXSYPZ-UHFFFAOYSA-N",
"smiles": "Cc1nc2c(C)cccn2c(=O)c1CCN1CC=C(c2c[nH]c3ccccc23)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11222",
"routeId": "sa_63ad88927ac28a31ff055a0e",
"moleculeId": "sa_d44f7d4a5546735c61a15490",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d44f7d4a5546735c61a15490",
"inchikey": "GQWVZDFGWXSYPZ-UHFFFAOYSA-N",
"smiles": "Cc1nc2c(C)cccn2c(=O)c1CCN1CC=C(c2c[nH]c3ccccc23)CC1"
},
"smiles": "Cc1nc2c(C)cccn2c(=O)c1CCN1CC=C(c2c[nH]c3ccccc23)CC1",
"reactionStepId": "sa_7f44fa965a833c9b1ff332fd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070066634A2;0052;442550\",\"rsmi\":\"Cl[CH2:11][CH2:10][c:9]1[c:7](=[O:8])[n:6]2[cH:5][cH:4][cH:3][c:2]([CH3:1])[c:30]2[n:29][c:27]1[CH3:28].[NH:12]1[CH2:13][CH:14]=[C:15]([c:16]2[cH:17][nH:18][c:19]3[cH:20][cH:21][cH:22][cH:23][c:24]23)[CH2:25][CH2:26]1>CC#N.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][n:6]2[c:7](=[O:8])[c:9]([CH2:10][CH2:11][N:12]3[CH2:13][CH:14]=[C:15]([c:16]4[cH:17][nH:18][c:19]5[cH:20][cH:21][cH:22][cH:23][c:24]45)[CH2:25][CH2:26]3)[c:27]([CH3:28])[n:29][c:30]12\"},\"mapped_reaction_smiles\":\"Cl[CH2:11][CH2:10][c:9]1[c:7](=[O:8])[n:6]2[cH:5][cH:4][cH:3][c:2]([CH3:1])[c:30]2[n:29][c:27]1[CH3:28].[NH:12]1[CH2:13][CH:14]=[C:15]([c:16]2[cH:17][nH:18][c:19]3[cH:20][cH:21][cH:22][cH:23][c:24]23)[CH2:25][CH2:26]1>CC#N.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][n:6]2[c:7](=[O:8])[c:9]([CH2:10][CH2:11][N:12]3[CH2:13][CH:14]=[C:15]([c:16]4[cH:17][nH:18][c:19]5[cH:20][cH:21][cH:22][cH:23][c:24]45)[CH2:25][CH2:26]3)[c:27]([CH3:28])[n:29][c:30]12\"}",
"reactionStep": {
"id": "sa_7f44fa965a833c9b1ff332fd",
"reactionHash": "2a5c2c7c1dcb7372d5a1232187edf31ea24bbd6c936280ec00c8af96249341b7"
},
"children": [
{
"id": "11223",
"routeId": "sa_63ad88927ac28a31ff055a0e",
"moleculeId": "sa_68c2fb92793f1a6aca29a4ce",
"parentId": "11222",
"isLeaf": false,
"molecule": {
"id": "sa_68c2fb92793f1a6aca29a4ce",
"inchikey": "AJXJTXBHZFSBMC-UHFFFAOYSA-N",
"smiles": "Cc1nc2c(C)cccn2c(=O)c1CCCl"
},
"smiles": "Cc1nc2c(C)cccn2c(=O)c1CCCl",
"reactionStepId": "sa_dd203ec69476204fbb4d7d6f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070066634A2;0048;442547\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:12].O=[C:13]([CH:9]1[C:7](=[O:8])O[CH2:11][CH2:10]1)[CH3:14].[CH3:1][c:2]1[cH:3][cH:4][cH:5][n:6][c:16]1[NH2:15]>[Na+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][n:6]2[c:7](=[O:8])[c:9]([CH2:10][CH2:11][Cl:12])[c:13]([CH3:14])[n:15][c:16]12\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:12].O=[C:13]([CH:9]1[C:7](=[O:8])O[CH2:11][CH2:10]1)[CH3:14].[CH3:1][c:2]1[cH:3][cH:4][cH:5][n:6][c:16]1[NH2:15]>[Na+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][n:6]2[c:7](=[O:8])[c:9]([CH2:10][CH2:11][Cl:12])[c:13]([CH3:14])[n:15][c:16]12\"}",
"reactionStep": {
"id": "sa_dd203ec69476204fbb4d7d6f",
"reactionHash": "0859e83f7eb28820a570676d63b74bd279d390cceee35eaef280fabc9bd1a06a"
},
"children": [
{
"id": "11224",
"routeId": "sa_63ad88927ac28a31ff055a0e",
"moleculeId": "sa_23dd5c3af009fe158ca0456b",
"parentId": "11223",
"isLeaf": true,
"molecule": {
"id": "sa_23dd5c3af009fe158ca0456b",
"inchikey": "OMQHDIHZSDEIFH-UHFFFAOYSA-N",
"smiles": "CC(=O)C1CCOC1=O"
},
"smiles": "CC(=O)C1CCOC1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11225",
"routeId": "sa_63ad88927ac28a31ff055a0e",
"moleculeId": "sa_0dea2a559f8390aad00a9bee",
"parentId": "11223",
"isLeaf": true,
"molecule": {
"id": "sa_0dea2a559f8390aad00a9bee",
"inchikey": "RGDQRXPEZUNWHX-UHFFFAOYSA-N",
"smiles": "Cc1cccnc1N"
},
"smiles": "Cc1cccnc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11226",
"routeId": "sa_63ad88927ac28a31ff055a0e",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "11223",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11227",
"routeId": "sa_63ad88927ac28a31ff055a0e",
"moleculeId": "sa_351ef698951f91e9d6391cc4",
"parentId": "11222",
"isLeaf": false,
"molecule": {
"id": "sa_351ef698951f91e9d6391cc4",
"inchikey": "CIRSPTXGPFAXRE-UHFFFAOYSA-N",
"smiles": "C1=C(c2c[nH]c3ccccc23)CCNC1"
},
"smiles": "C1=C(c2c[nH]c3ccccc23)CCNC1",
"reactionStepId": "sa_643a423aa45fde73f5ecf2c0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070066634A2;0051;442549\",\"rsmi\":\"O=[C:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1.[cH:1]1[cH:2][cH:3][c:4]2[c:5]([cH:6]1)[nH:7][cH:8][cH:9]2>CO.CO.Cl.O.[Na+]>[cH:1]1[cH:2][cH:3][c:4]2[c:5]([cH:6]1)[nH:7][cH:8][c:9]2[C:10]1=[CH:11][CH2:12][NH:13][CH2:14][CH2:15]1\"},\"mapped_reaction_smiles\":\"O=[C:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1.[cH:1]1[cH:2][cH:3][c:4]2[c:5]([cH:6]1)[nH:7][cH:8][cH:9]2>CO.CO.Cl.O.[Na+]>[cH:1]1[cH:2][cH:3][c:4]2[c:5]([cH:6]1)[nH:7][cH:8][c:9]2[C:10]1=[CH:11][CH2:12][NH:13][CH2:14][CH2:15]1\"}",
"reactionStep": {
"id": "sa_643a423aa45fde73f5ecf2c0",
"reactionHash": "f0227bc45e1f1adc594d795c525be5e9d17d2cba6a0be6db143a14e0f80ca393"
},
"children": [
{
"id": "11228",
"routeId": "sa_63ad88927ac28a31ff055a0e",
"moleculeId": "sa_ec9495137cd7174c24138b0d",
"parentId": "11227",
"isLeaf": true,
"molecule": {
"id": "sa_ec9495137cd7174c24138b0d",
"inchikey": "SIKJAQJRHWYJAI-UHFFFAOYSA-N",
"smiles": "c1ccc2[nH]ccc2c1"
},
"smiles": "c1ccc2[nH]ccc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11229",
"routeId": "sa_63ad88927ac28a31ff055a0e",
"moleculeId": "sa_983c9226dc80c0e8ba508663",
"parentId": "11227",
"isLeaf": true,
"molecule": {
"id": "sa_983c9226dc80c0e8ba508663",
"inchikey": "VRJHQPZVIGNGMX-UHFFFAOYSA-N",
"smiles": "O=C1CCNCC1"
},
"smiles": "O=C1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}