Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)c1cc(C#N)c(N2CCC(c3nnc(Cc4ccccc4)[nH]3)CC2)nc1C
InChiKey
OJBOSYPBVDCQRK-UHFFFAOYSA-N
Route Signature
615044d59bf8f906866e4a20813e64ba55d311d0c0a76d3bf74baf7da9427516
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_e58b0690327f52ec915807ab",
"signature": "615044d59bf8f906866e4a20813e64ba55d311d0c0a76d3bf74baf7da9427516",
"contentHash": "fabc517438acff40f13939fc90608e33eb1533c16ae1e1ecbde58841fe241c4d",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_3ec2e6446dc57fd7a65b357d",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03908",
"moleculeId": "sa_4fda5938980a2bee8d2279f9",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(c3nnc(Cc4ccccc4)[nH]3)CC2)nc1C",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_4fda5938980a2bee8d2279f9",
"inchikey": "OJBOSYPBVDCQRK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(c3nnc(Cc4ccccc4)[nH]3)CC2)nc1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11094",
"routeId": "sa_e58b0690327f52ec915807ab",
"moleculeId": "sa_4fda5938980a2bee8d2279f9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4fda5938980a2bee8d2279f9",
"inchikey": "OJBOSYPBVDCQRK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(c3nnc(Cc4ccccc4)[nH]3)CC2)nc1C"
},
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(c3nnc(Cc4ccccc4)[nH]3)CC2)nc1C",
"reactionStepId": "sa_f08473d0a0084de31f668a45",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059981A9;0269;1024630\",\"rsmi\":\"Cl[c:10]1[n:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:32][c:29]1[C:30]#[N:31].[NH:11]1[CH2:12][CH2:13][CH:14]([c:15]2[n:16][n:17][c:18]([CH2:19][c:20]3[cH:21][cH:22][cH:23][cH:24][cH:25]3)[nH:26]2)[CH2:27][CH2:28]1>CCN(C(C)C)C(C)C.CCO.O=C(O)O.[Na+].c1nnco1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([c:15]3[n:16][n:17][c:18]([CH2:19][c:20]4[cH:21][cH:22][cH:23][cH:24][cH:25]4)[nH:26]3)[CH2:27][CH2:28]2)[c:29]([C:30]#[N:31])[cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[c:10]1[n:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:32][c:29]1[C:30]#[N:31].[NH:11]1[CH2:12][CH2:13][CH:14]([c:15]2[n:16][n:17][c:18]([CH2:19][c:20]3[cH:21][cH:22][cH:23][cH:24][cH:25]3)[nH:26]2)[CH2:27][CH2:28]1>CCN(C(C)C)C(C)C.CCO.O=C(O)O.[Na+].c1nnco1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([c:15]3[n:16][n:17][c:18]([CH2:19][c:20]4[cH:21][cH:22][cH:23][cH:24][cH:25]4)[nH:26]3)[CH2:27][CH2:28]2)[c:29]([C:30]#[N:31])[cH:32]1\"}",
"reactionStep": {
"id": "sa_f08473d0a0084de31f668a45",
"reactionHash": "72d8b3380fa5e59c481d6104cd7c8d005b6d7153cae8f40e9f7f4e906356c12c"
},
"children": [
{
"id": "11095",
"routeId": "sa_e58b0690327f52ec915807ab",
"moleculeId": "sa_eeab9f0545af8008b004957e",
"parentId": "11094",
"isLeaf": false,
"molecule": {
"id": "sa_eeab9f0545af8008b004957e",
"inchikey": "AZZAAWOOTKXLNZ-UHFFFAOYSA-N",
"smiles": "c1ccc(Cc2nnc(C3CCNCC3)[nH]2)cc1"
},
"smiles": "c1ccc(Cc2nnc(C3CCNCC3)[nH]2)cc1",
"reactionStepId": "sa_ed6235ea7e7aca6b1c9c14df",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059981A9;0267;1024629\",\"rsmi\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][CH:10]([c:9]2[n:8][n:7][c:6]([CH2:5][c:4]3[cH:3][cH:2][cH:1][cH:18][cH:17]3)[nH:16]2)[CH2:15][CH2:14]1>ClCCl.O=C(O)C(F)(F)F.c1nnco1>[cH:1]1[cH:2][cH:3][c:4]([CH2:5][c:6]2[n:7][n:8][c:9]([CH:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[nH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][CH:10]([c:9]2[n:8][n:7][c:6]([CH2:5][c:4]3[cH:3][cH:2][cH:1][cH:18][cH:17]3)[nH:16]2)[CH2:15][CH2:14]1>ClCCl.O=C(O)C(F)(F)F.c1nnco1>[cH:1]1[cH:2][cH:3][c:4]([CH2:5][c:6]2[n:7][n:8][c:9]([CH:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[nH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_ed6235ea7e7aca6b1c9c14df",
"reactionHash": "318e4abd2c384e793bee0d2e46e79e7b03cb868fef306dd405664e63898510b9"
},
"children": [
{
"id": "11096",
"routeId": "sa_e58b0690327f52ec915807ab",
"moleculeId": "sa_1369387a8b8d70aea39a66dc",
"parentId": "11095",
"isLeaf": true,
"molecule": {
"id": "sa_1369387a8b8d70aea39a66dc",
"inchikey": "OOSVMQSFMYDWFQ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(c2nnc(Cc3ccccc3)[nH]2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(c2nnc(Cc3ccccc3)[nH]2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11097",
"routeId": "sa_e58b0690327f52ec915807ab",
"moleculeId": "sa_e62f373a78d072150b905c8f",
"parentId": "11094",
"isLeaf": false,
"molecule": {
"id": "sa_e62f373a78d072150b905c8f",
"inchikey": "QXZBVLFURRXJLB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(Cl)nc1C"
},
"smiles": "CCOC(=O)c1cc(C#N)c(Cl)nc1C",
"reactionStepId": "sa_dff2115e881469351187cc70",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059981A9;0248;1024622\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:11].O=[c:10]1[nH:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:15][c:12]1[C:13]#[N:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([Cl:11])[c:12]([C:13]#[N:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:11].O=[c:10]1[nH:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:15][c:12]1[C:13]#[N:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([Cl:11])[c:12]([C:13]#[N:14])[cH:15]1\"}",
"reactionStep": {
"id": "sa_dff2115e881469351187cc70",
"reactionHash": "046cf5995932734c67de0b1f5cd0bee7ea9fbd56d1f6f82ffda738567dbc6bf0"
},
"children": [
{
"id": "11098",
"routeId": "sa_e58b0690327f52ec915807ab",
"moleculeId": "sa_dcb8568178fb8210bc9f81d4",
"parentId": "11097",
"isLeaf": false,
"molecule": {
"id": "sa_dcb8568178fb8210bc9f81d4",
"inchikey": "FCPREFULXHVXGA-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(O)nc1C"
},
"smiles": "CCOC(=O)c1cc(C#N)c(=O)[nH]c1C",
"reactionStepId": "sa_a540fc82c3955fa12f54273a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059981A9;0247;1024621\",\"rsmi\":\"CN(C)[CH:15]=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[C:7](=O)[CH3:8].[NH2:9][C:10](=[O:11])[CH2:12][C:13]#[N:14]>C1CCOC1.CC(=O)O.Cl.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][c:10](=[O:11])[c:12]([C:13]#[N:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"CN(C)[CH:15]=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[C:7](=O)[CH3:8].[NH2:9][C:10](=[O:11])[CH2:12][C:13]#[N:14]>C1CCOC1.CC(=O)O.Cl.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][c:10](=[O:11])[c:12]([C:13]#[N:14])[cH:15]1\"}",
"reactionStep": {
"id": "sa_a540fc82c3955fa12f54273a",
"reactionHash": "4d1e084ed60f8d3dedd7ffb026c7f157f37ac474e28940ebe2717713b0bab328"
},
"children": [
{
"id": "11099",
"routeId": "sa_e58b0690327f52ec915807ab",
"moleculeId": "sa_f621d53165070dfbfd540bf2",
"parentId": "11098",
"isLeaf": true,
"molecule": {
"id": "sa_f621d53165070dfbfd540bf2",
"inchikey": "DGJMPUGMZIKDRO-UHFFFAOYSA-N",
"smiles": "N#CCC(=N)O"
},
"smiles": "N#CCC(N)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11100",
"routeId": "sa_e58b0690327f52ec915807ab",
"moleculeId": "sa_8c81196b0579a5500aa4cda2",
"parentId": "11098",
"isLeaf": true,
"molecule": {
"id": "sa_8c81196b0579a5500aa4cda2",
"inchikey": "LQSOVGAUOHMPLK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=CN(C)C)C(C)=O"
},
"smiles": "CCOC(=O)C(=CN(C)C)C(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11101",
"routeId": "sa_e58b0690327f52ec915807ab",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "11097",
"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": []
}
]
}
]
}
}