Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N1CCN(c2cc3ccccc3c(C(=O)c3cccnc3N)n2)CC1
InChiKey
XFHBNKSUQZWTSW-UHFFFAOYSA-N
Route Signature
ccdaf3c6e49b4cd02570b679f1f81df20dfbc517a7cfc4c2efa1039996fff914
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_7a7b6fc1b14813d47da3510a",
"signature": "ccdaf3c6e49b4cd02570b679f1f81df20dfbc517a7cfc4c2efa1039996fff914",
"contentHash": "5cdcf4d761428b49463251466046fb5b3aadafda65c2b81973349d1696e12a40",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_3e024fb7e2136aeb9a17dbf5",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02213",
"moleculeId": "sa_ba02f34e36fc2f0cb3f2ead2",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2cc3ccccc3c(C(=O)c3cccnc3N)n2)CC1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_ba02f34e36fc2f0cb3f2ead2",
"inchikey": "XFHBNKSUQZWTSW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2cc3ccccc3c(C(=O)c3cccnc3N)n2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "1788",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_ba02f34e36fc2f0cb3f2ead2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ba02f34e36fc2f0cb3f2ead2",
"inchikey": "XFHBNKSUQZWTSW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2cc3ccccc3c(C(=O)c3cccnc3N)n2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCN(c2cc3ccccc3c(C(=O)c3cccnc3N)n2)CC1",
"reactionStepId": "sa_dc517f573bcf483c59328cc9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140221334A1;0532;1559005\",\"rsmi\":\"F[c:24]1[c:23]([C:21]([c:20]2[c:19]3[c:14]([cH:13][c:12]([N:11]4[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:32][CH2:31]4)[n:30]2)[cH:15][cH:16][cH:17][cH:18]3)=[O:22])[cH:29][cH:28][cH:27][n:26]1.[NH3:25]>O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[c:20]([C:21](=[O:22])[c:23]3[c:24]([NH2:25])[n:26][cH:27][cH:28][cH:29]3)[n:30]2)[CH2:31][CH2:32]1\"},\"mapped_reaction_smiles\":\"F[c:24]1[c:23]([C:21]([c:20]2[c:19]3[c:14]([cH:13][c:12]([N:11]4[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:32][CH2:31]4)[n:30]2)[cH:15][cH:16][cH:17][cH:18]3)=[O:22])[cH:29][cH:28][cH:27][n:26]1.[NH3:25]>O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[c:20]([C:21](=[O:22])[c:23]3[c:24]([NH2:25])[n:26][cH:27][cH:28][cH:29]3)[n:30]2)[CH2:31][CH2:32]1\"}",
"reactionStep": {
"id": "sa_dc517f573bcf483c59328cc9",
"reactionHash": "f38c8542caf28dd70bf364bb01bc9de9f45ef52b4bff04ad98c4a5118ea920f3"
},
"children": [
{
"id": "1789",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "1788",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1790",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_64feedb7e5fdb525f1d3ef72",
"parentId": "1788",
"isLeaf": false,
"molecule": {
"id": "sa_64feedb7e5fdb525f1d3ef72",
"inchikey": "ZCQDFYRMXHIMMX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2cc3ccccc3c(C(=O)c3cccnc3F)n2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCN(c2cc3ccccc3c(C(=O)c3cccnc3F)n2)CC1",
"reactionStepId": "sa_65fa3b43eefdd2901596aeec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140221334A1;0529;1559004\",\"rsmi\":\"CON(C)[C:21](=[O:22])[c:23]1[c:24]([F:25])[n:26][cH:27][cH:28][cH:29]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][n:30]2)[CH2:31][CH2:32]1>C1CCOC1.CN(C)CCO.[Li]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[c:20]([C:21](=[O:22])[c:23]3[c:24]([F:25])[n:26][cH:27][cH:28][cH:29]3)[n:30]2)[CH2:31][CH2:32]1\"},\"mapped_reaction_smiles\":\"CON(C)[C:21](=[O:22])[c:23]1[c:24]([F:25])[n:26][cH:27][cH:28][cH:29]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][n:30]2)[CH2:31][CH2:32]1>C1CCOC1.CN(C)CCO.[Li]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[c:20]([C:21](=[O:22])[c:23]3[c:24]([F:25])[n:26][cH:27][cH:28][cH:29]3)[n:30]2)[CH2:31][CH2:32]1\"}",
"reactionStep": {
"id": "sa_65fa3b43eefdd2901596aeec",
"reactionHash": "280a1b89343967c914079c237e00b0e3571533b05c573f43c65ed522681cc78c"
},
"children": [
{
"id": "1791",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_c76cf2991aa62f39b413834b",
"parentId": "1790",
"isLeaf": false,
"molecule": {
"id": "sa_c76cf2991aa62f39b413834b",
"inchikey": "DQCPGMUJVQEMQT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2cc3ccccc3cn2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCN(c2cc3ccccc3cn2)CC1",
"reactionStepId": "sa_716c2aa70555cdd70fd8cadc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140221334A1;0525;1559003\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][n:21]2)[CH2:22][CH2:23]1>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][n:21]2)[CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][n:21]2)[CH2:22][CH2:23]1>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][n:21]2)[CH2:22][CH2:23]1\"}",
"reactionStep": {
"id": "sa_716c2aa70555cdd70fd8cadc",
"reactionHash": "22d448d4da1e103d5bdfc0fc11a2ea9e9abf7045b109e2efc86c841beb39a444"
},
"children": [
{
"id": "1792",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "1791",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1793",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_f554565e2bed50d6c76ddeac",
"parentId": "1791",
"isLeaf": false,
"molecule": {
"id": "sa_f554565e2bed50d6c76ddeac",
"inchikey": "PJPJVTSCAFZBGN-UHFFFAOYSA-N",
"smiles": "c1ccc2cc(N3CCNCC3)ncc2c1"
},
"smiles": "c1ccc2cc(N3CCNCC3)ncc2c1",
"reactionStepId": "sa_9c9578dc3cd2e0b2aac4e66b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140221334A1;0522;1559002\",\"rsmi\":\"Cl[c:6]1[cH:5][c:4]2[cH:3][cH:2][cH:1][cH:16][c:15]2[cH:14][n:13]1.[NH:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1>OCCO>[cH:1]1[cH:2][cH:3][c:4]2[cH:5][c:6]([N:7]3[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]3)[n:13][cH:14][c:15]2[cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[cH:5][c:4]2[cH:3][cH:2][cH:1][cH:16][c:15]2[cH:14][n:13]1.[NH:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1>OCCO>[cH:1]1[cH:2][cH:3][c:4]2[cH:5][c:6]([N:7]3[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]3)[n:13][cH:14][c:15]2[cH:16]1\"}",
"reactionStep": {
"id": "sa_9c9578dc3cd2e0b2aac4e66b",
"reactionHash": "e265d45a2a944dc71c52c8812067a4c13e171d4b26e63516f1a7e23ad3b48ae9"
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"children": [
{
"id": "1794",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_6a9f6baedf72976d5eb10e7b",
"parentId": "1793",
"isLeaf": true,
"molecule": {
"id": "sa_6a9f6baedf72976d5eb10e7b",
"inchikey": "CPCMFADZMOYDSZ-UHFFFAOYSA-N",
"smiles": "Clc1cc2ccccc2cn1"
},
"smiles": "Clc1cc2ccccc2cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1795",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_330bd414c5d4211e41bcaa1a",
"parentId": "1793",
"isLeaf": true,
"molecule": {
"id": "sa_330bd414c5d4211e41bcaa1a",
"inchikey": "GLUUGHFHXGJENI-UHFFFAOYSA-N",
"smiles": "C1CNCCN1"
},
"smiles": "C1CNCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "1796",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_b18378d0bda271c06dfb5957",
"parentId": "1790",
"isLeaf": false,
"molecule": {
"id": "sa_b18378d0bda271c06dfb5957",
"inchikey": "IJFAVSQQUDKQDH-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)c1cccnc1F"
},
"smiles": "CON(C)C(=O)c1cccnc1F",
"reactionStepId": "sa_a71f75dca606461f854aa1cb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140221334A1;0417;1558976\",\"rsmi\":\"O=[C:5]([OH:6])[c:7]1[c:8]([F:9])[n:10][cH:11][cH:12][cH:13]1.[CH3:1][O:2][NH:3][CH3:4]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.Cl.ClCCl.F[B-](F)(F)F>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([F:9])[n:10][cH:11][cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O=[C:5]([OH:6])[c:7]1[c:8]([F:9])[n:10][cH:11][cH:12][cH:13]1.[CH3:1][O:2][NH:3][CH3:4]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.Cl.ClCCl.F[B-](F)(F)F>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([F:9])[n:10][cH:11][cH:12][cH:13]1\"}",
"reactionStep": {
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"reactionHash": "0ef689c16596181b5f7c2aaa37185a8bf2498fd04a2935c181526333eca07123"
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"children": [
{
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"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_93e456f7e04541ecb6ebcb69",
"parentId": "1796",
"isLeaf": true,
"molecule": {
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"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"smiles": "CNOC",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "1798",
"routeId": "sa_7a7b6fc1b14813d47da3510a",
"moleculeId": "sa_e7b48b23ce2178fbf0433e6d",
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"isLeaf": true,
"molecule": {
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"inchikey": "LLLVHTWJGWNRBD-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccnc1F"
},
"smiles": "O=C(O)c1cccnc1F",
"reactionStepId": null,
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}
]
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]
}
]
}
}