Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCn1c(CN2CC(N(C)C(C)(C)C(N)=O)C2)nc2c(N3CCOCC3)nc(Cl)nc21
InChiKey
ZIOBYTWIEAOZQA-UHFFFAOYSA-N
Route Signature
fea9c2090a661044b5d3c840c445ae4a910dfc9e6cb5982e8e9e7222ee571298
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_aa38c7ba990abb51ebb2a4b6",
"signature": "fea9c2090a661044b5d3c840c445ae4a910dfc9e6cb5982e8e9e7222ee571298",
"contentHash": "14e102a92ccedfd3063a96ff8c61ddb75dbbcc1c1ff74efc0f16250e388d78e6",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_cb8aa5dd88c171e6ac6c5853",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02990",
"moleculeId": "sa_8262b1087e68236da7d02aad",
"smiles": "CCn1c(CN2CC(N(C)C(C)(C)C(N)=O)C2)nc2c(N3CCOCC3)nc(Cl)nc21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_8262b1087e68236da7d02aad",
"inchikey": "ZIOBYTWIEAOZQA-UHFFFAOYSA-N",
"smiles": "CCn1c(CN2CC(N(C)C(C)(C)C(N)=O)C2)nc2c(N3CCOCC3)nc(Cl)nc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10930",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_8262b1087e68236da7d02aad",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8262b1087e68236da7d02aad",
"inchikey": "ZIOBYTWIEAOZQA-UHFFFAOYSA-N",
"smiles": "CCn1c(CN2CC(N(C)C(C)(C)C(N)=O)C2)nc2c(N3CCOCC3)nc(Cl)nc21"
},
"smiles": "CCn1c(CN2CC(N(C)C(C)(C)C(N)=O)C2)nc2c(N3CCOCC3)nc(Cl)nc21",
"reactionStepId": "sa_b0f453ab12111dd1597a4c5d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110230464A1;0449;1105750\",\"rsmi\":\"O=[CH:5][c:4]1[n:3]([CH2:2][CH3:1])[c:31]2[c:19]([n:18]1)[c:20]([N:21]1[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1)[n:27][c:28]([Cl:29])[n:30]2.[NH:6]1[CH2:7][CH:8]([N:9]([CH3:10])[C:11]([CH3:12])([CH3:13])[C:14]([NH2:15])=[O:16])[CH2:17]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.[Na+]>[CH3:1][CH2:2][n:3]1[c:4]([CH2:5][N:6]2[CH2:7][CH:8]([N:9]([CH3:10])[C:11]([CH3:12])([CH3:13])[C:14]([NH2:15])=[O:16])[CH2:17]2)[n:18][c:19]2[c:20]([N:21]3[CH2:22][CH2:23][O:24][CH2:25][CH2:26]3)[n:27][c:28]([Cl:29])[n:30][c:31]12\"},\"mapped_reaction_smiles\":\"O=[CH:5][c:4]1[n:3]([CH2:2][CH3:1])[c:31]2[c:19]([n:18]1)[c:20]([N:21]1[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1)[n:27][c:28]([Cl:29])[n:30]2.[NH:6]1[CH2:7][CH:8]([N:9]([CH3:10])[C:11]([CH3:12])([CH3:13])[C:14]([NH2:15])=[O:16])[CH2:17]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.[Na+]>[CH3:1][CH2:2][n:3]1[c:4]([CH2:5][N:6]2[CH2:7][CH:8]([N:9]([CH3:10])[C:11]([CH3:12])([CH3:13])[C:14]([NH2:15])=[O:16])[CH2:17]2)[n:18][c:19]2[c:20]([N:21]3[CH2:22][CH2:23][O:24][CH2:25][CH2:26]3)[n:27][c:28]([Cl:29])[n:30][c:31]12\"}",
"reactionStep": {
"id": "sa_b0f453ab12111dd1597a4c5d",
"reactionHash": "6a02292c9e38306f496e15e64faa40656a101872abbfbd1fa4cbf8c4f4462c02"
},
"children": [
{
"id": "10931",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_fefc14baea3fa21577e1a638",
"parentId": "10930",
"isLeaf": false,
"molecule": {
"id": "sa_fefc14baea3fa21577e1a638",
"inchikey": "KXWPKFXJCWIJAS-UHFFFAOYSA-N",
"smiles": "CN(C1CNC1)C(C)(C)C(N)=O"
},
"smiles": "CN(C1CNC1)C(C)(C)C(N)=O",
"reactionStepId": "sa_6aa65b09b23b6807041604b0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110230464A1;0426;1105744\",\"rsmi\":\"CC(C)(C)OC(=O)[N:5]1[CH2:4][CH:3]([N:2]([CH3:1])[C:7]([CH3:8])([CH3:9])[C:10]([NH2:11])=[O:12])[CH2:6]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][N:2]([CH:3]1[CH2:4][NH:5][CH2:6]1)[C:7]([CH3:8])([CH3:9])[C:10]([NH2:11])=[O:12]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:5]1[CH2:4][CH:3]([N:2]([CH3:1])[C:7]([CH3:8])([CH3:9])[C:10]([NH2:11])=[O:12])[CH2:6]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][N:2]([CH:3]1[CH2:4][NH:5][CH2:6]1)[C:7]([CH3:8])([CH3:9])[C:10]([NH2:11])=[O:12]\"}",
"reactionStep": {
"id": "sa_6aa65b09b23b6807041604b0",
"reactionHash": "7441e7dbbf8f2cdda710eafdd74e76f0dc3b743347029e257dd5792ee0e04180"
},
"children": [
{
"id": "10932",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_c20e59b3fc8373a069a3f431",
"parentId": "10931",
"isLeaf": false,
"molecule": {
"id": "sa_c20e59b3fc8373a069a3f431",
"inchikey": "WLNVFXZYHBVHCK-UHFFFAOYSA-N",
"smiles": "CN(C1CN(C(=O)OC(C)(C)C)C1)C(C)(C)C(N)=O"
},
"smiles": "CN(C1CN(C(=O)OC(C)(C)C)C1)C(C)(C)C(N)=O",
"reactionStepId": "sa_4a25708c892793702eac3e2c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110230464A1;0426;1105743\",\"rsmi\":\"O=[CH2:1].[NH:2]([CH:3]1[CH2:4][N:5]([C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13]1)[C:14]([CH3:15])([CH3:16])[C:17]([NH2:18])=[O:19]>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.[Na+]>[CH3:1][N:2]([CH:3]1[CH2:4][N:5]([C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13]1)[C:14]([CH3:15])([CH3:16])[C:17]([NH2:18])=[O:19]\"},\"mapped_reaction_smiles\":\"O=[CH2:1].[NH:2]([CH:3]1[CH2:4][N:5]([C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13]1)[C:14]([CH3:15])([CH3:16])[C:17]([NH2:18])=[O:19]>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.[Na+]>[CH3:1][N:2]([CH:3]1[CH2:4][N:5]([C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13]1)[C:14]([CH3:15])([CH3:16])[C:17]([NH2:18])=[O:19]\"}",
"reactionStep": {
"id": "sa_4a25708c892793702eac3e2c",
"reactionHash": "eaff2d57d6a55db2d9405aaa2353dba30b84d9f57938cf4e24b1f303a84896fe"
},
"children": [
{
"id": "10933",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_38831f33969d962e73e333a7",
"parentId": "10932",
"isLeaf": true,
"molecule": {
"id": "sa_38831f33969d962e73e333a7",
"inchikey": "OOPKQCROSCWOIF-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CC(NC(C)(C)C(N)=O)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CC(NC(C)(C)C(N)=O)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10934",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_fa48b0311f9ecb906b2132fe",
"parentId": "10932",
"isLeaf": true,
"molecule": {
"id": "sa_fa48b0311f9ecb906b2132fe",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"smiles": "C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "10935",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_a4c58d6c8b8e4fb7a9bea7be",
"parentId": "10930",
"isLeaf": false,
"molecule": {
"id": "sa_a4c58d6c8b8e4fb7a9bea7be",
"inchikey": "LCCZMOADQWIWNG-UHFFFAOYSA-N",
"smiles": "CCn1c(C=O)nc2c(N3CCOCC3)nc(Cl)nc21"
},
"smiles": "CCn1c(C=O)nc2c(N3CCOCC3)nc(Cl)nc21",
"reactionStepId": "sa_4c475e756a4f984b276333df",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110230464A1;0211;1105672\",\"rsmi\":\"CN(C)[CH:5]=[O:6].[CH3:1][CH2:2][n:3]1[cH:4][n:7][c:8]2[c:9]([N:10]3[CH2:11][CH2:12][O:13][CH2:14][CH2:15]3)[n:16][c:17]([Cl:18])[n:19][c:20]12>C1CCOC1.CN(C)CCN(C)C.[Li]CCCC>[CH3:1][CH2:2][n:3]1[c:4]([CH:5]=[O:6])[n:7][c:8]2[c:9]([N:10]3[CH2:11][CH2:12][O:13][CH2:14][CH2:15]3)[n:16][c:17]([Cl:18])[n:19][c:20]12\"},\"mapped_reaction_smiles\":\"CN(C)[CH:5]=[O:6].[CH3:1][CH2:2][n:3]1[cH:4][n:7][c:8]2[c:9]([N:10]3[CH2:11][CH2:12][O:13][CH2:14][CH2:15]3)[n:16][c:17]([Cl:18])[n:19][c:20]12>C1CCOC1.CN(C)CCN(C)C.[Li]CCCC>[CH3:1][CH2:2][n:3]1[c:4]([CH:5]=[O:6])[n:7][c:8]2[c:9]([N:10]3[CH2:11][CH2:12][O:13][CH2:14][CH2:15]3)[n:16][c:17]([Cl:18])[n:19][c:20]12\"}",
"reactionStep": {
"id": "sa_4c475e756a4f984b276333df",
"reactionHash": "b568f332f118cce9e5e84fb478c0850e7301300aff4526151055f47bfc997185"
},
"children": [
{
"id": "10936",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_9a43341c3dc23078259ba86a",
"parentId": "10935",
"isLeaf": false,
"molecule": {
"id": "sa_9a43341c3dc23078259ba86a",
"inchikey": "DRUIMZVRNNXJOU-UHFFFAOYSA-N",
"smiles": "CCn1cnc2c(N3CCOCC3)nc(Cl)nc21"
},
"smiles": "CCn1cnc2c(N3CCOCC3)nc(Cl)nc21",
"reactionStepId": "sa_132f07d3cb6e75b7b14eebfa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110230464A1;0208;1105671\",\"rsmi\":\"Cl[c:7]1[c:6]2[n:5][cH:4][n:3]([CH2:2][CH3:1])[c:18]2[n:17][c:15]([Cl:16])[n:14]1.[NH:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1>ClC(Cl)Cl>[CH3:1][CH2:2][n:3]1[cH:4][n:5][c:6]2[c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[n:14][c:15]([Cl:16])[n:17][c:18]12\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[c:6]2[n:5][cH:4][n:3]([CH2:2][CH3:1])[c:18]2[n:17][c:15]([Cl:16])[n:14]1.[NH:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1>ClC(Cl)Cl>[CH3:1][CH2:2][n:3]1[cH:4][n:5][c:6]2[c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[n:14][c:15]([Cl:16])[n:17][c:18]12\"}",
"reactionStep": {
"id": "sa_132f07d3cb6e75b7b14eebfa",
"reactionHash": "56b1fb89e5479eb06fd3ae49760b5ab22fb89c57a822461de26748880aa94070"
},
"children": [
{
"id": "10937",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_31c57e07023cb489a66e2784",
"parentId": "10936",
"isLeaf": true,
"molecule": {
"id": "sa_31c57e07023cb489a66e2784",
"inchikey": "PRESUDAFHFFHLT-UHFFFAOYSA-N",
"smiles": "CCn1cnc2c(Cl)nc(Cl)nc21"
},
"smiles": "CCn1cnc2c(Cl)nc(Cl)nc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10938",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "10936",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10939",
"routeId": "sa_aa38c7ba990abb51ebb2a4b6",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "10935",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}