Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Nc1ccn(Cc2cc(O)ccc2Cl)n1)c1c(F)cccc1F
InChiKey
BYVMNODXEFUIGR-UHFFFAOYSA-N
Route Signature
0c346ea6b6010010ff16047d5b6ed31fd3218ea5b7cf3e8a21905e9eee21b71c
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_4954d1773ed894e2db811824",
"signature": "0c346ea6b6010010ff16047d5b6ed31fd3218ea5b7cf3e8a21905e9eee21b71c",
"contentHash": "3a174fa23df87aa3bd6f43389172bf4027f00962cd6f181ccc41a801f030e1b6",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_04f07d0b54183c71716c5c15",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06388",
"moleculeId": "sa_9ab1cc18f0e9e852d0afef69",
"smiles": "O=C(Nc1ccn(Cc2cc(O)ccc2Cl)n1)c1c(F)cccc1F",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_9ab1cc18f0e9e852d0afef69",
"inchikey": "BYVMNODXEFUIGR-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccn(Cc2cc(O)ccc2Cl)n1)c1c(F)cccc1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11562",
"routeId": "sa_4954d1773ed894e2db811824",
"moleculeId": "sa_9ab1cc18f0e9e852d0afef69",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9ab1cc18f0e9e852d0afef69",
"inchikey": "BYVMNODXEFUIGR-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccn(Cc2cc(O)ccc2Cl)n1)c1c(F)cccc1F"
},
"smiles": "O=C(Nc1ccn(Cc2cc(O)ccc2Cl)n1)c1c(F)cccc1F",
"reactionStepId": "sa_592a24c5c59967cf876c49e4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120053150A1;0333;1185886\",\"rsmi\":\"c1ccc(C[O:14][c:13]2[cH:12][cH:11][c:9]([Cl:10])[c:8]([CH2:7][n:6]3[n:5][c:4]([NH:3][C:2](=[O:1])[c:18]4[c:19]([F:20])[cH:21][cH:22][cH:23][c:24]4[F:25])[cH:17][cH:16]3)[cH:15]2)cc1>CCOC(C)=O.[Pd]>[O:1]=[C:2]([NH:3][c:4]1[n:5][n:6]([CH2:7][c:8]2[c:9]([Cl:10])[cH:11][cH:12][c:13]([OH:14])[cH:15]2)[cH:16][cH:17]1)[c:18]1[c:19]([F:20])[cH:21][cH:22][cH:23][c:24]1[F:25]\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:14][c:13]2[cH:12][cH:11][c:9]([Cl:10])[c:8]([CH2:7][n:6]3[n:5][c:4]([NH:3][C:2](=[O:1])[c:18]4[c:19]([F:20])[cH:21][cH:22][cH:23][c:24]4[F:25])[cH:17][cH:16]3)[cH:15]2)cc1>CCOC(C)=O.[Pd]>[O:1]=[C:2]([NH:3][c:4]1[n:5][n:6]([CH2:7][c:8]2[c:9]([Cl:10])[cH:11][cH:12][c:13]([OH:14])[cH:15]2)[cH:16][cH:17]1)[c:18]1[c:19]([F:20])[cH:21][cH:22][cH:23][c:24]1[F:25]\"}",
"reactionStep": {
"id": "sa_592a24c5c59967cf876c49e4",
"reactionHash": "9219e7b996a5d2f83616c04b4407bbec83ca324e506e4385f44c989866778c85"
},
"children": [
{
"id": "11563",
"routeId": "sa_4954d1773ed894e2db811824",
"moleculeId": "sa_168a9ffdbc868cce56ed60ba",
"parentId": "11562",
"isLeaf": false,
"molecule": {
"id": "sa_168a9ffdbc868cce56ed60ba",
"inchikey": "STCDVPKWDMWEAJ-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccn(Cc2cc(OCc3ccccc3)ccc2Cl)n1)c1c(F)cccc1F"
},
"smiles": "O=C(Nc1ccn(Cc2cc(OCc3ccccc3)ccc2Cl)n1)c1c(F)cccc1F",
"reactionStepId": "sa_3734821707c77ae0a91b2e8a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120053150A1;0470;1185940\",\"rsmi\":\"Br[CH2:7][c:8]1[c:9]([Cl:10])[cH:11][cH:12][c:13]([O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22]1.[O:1]=[C:2]([NH:3][c:4]1[n:5][nH:6][cH:23][cH:24]1)[c:25]1[c:26]([F:27])[cH:28][cH:29][cH:30][c:31]1[F:32]>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.[Li+]>[O:1]=[C:2]([NH:3][c:4]1[n:5][n:6]([CH2:7][c:8]2[c:9]([Cl:10])[cH:11][cH:12][c:13]([O:14][CH2:15][c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[cH:22]2)[cH:23][cH:24]1)[c:25]1[c:26]([F:27])[cH:28][cH:29][cH:30][c:31]1[F:32]\"},\"mapped_reaction_smiles\":\"Br[CH2:7][c:8]1[c:9]([Cl:10])[cH:11][cH:12][c:13]([O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22]1.[O:1]=[C:2]([NH:3][c:4]1[n:5][nH:6][cH:23][cH:24]1)[c:25]1[c:26]([F:27])[cH:28][cH:29][cH:30][c:31]1[F:32]>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.[Li+]>[O:1]=[C:2]([NH:3][c:4]1[n:5][n:6]([CH2:7][c:8]2[c:9]([Cl:10])[cH:11][cH:12][c:13]([O:14][CH2:15][c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[cH:22]2)[cH:23][cH:24]1)[c:25]1[c:26]([F:27])[cH:28][cH:29][cH:30][c:31]1[F:32]\"}",
"reactionStep": {
"id": "sa_3734821707c77ae0a91b2e8a",
"reactionHash": "54cc4086546819d0f3641994e77b84263fc875f3a53e55b494d48b73f3122b89"
},
"children": [
{
"id": "11564",
"routeId": "sa_4954d1773ed894e2db811824",
"moleculeId": "sa_0ef44fb0689b21c6a58051a3",
"parentId": "11563",
"isLeaf": false,
"molecule": {
"id": "sa_0ef44fb0689b21c6a58051a3",
"inchikey": "MJEXEYYKVDATIF-UHFFFAOYSA-N",
"smiles": "Clc1ccc(OCc2ccccc2)cc1CBr"
},
"smiles": "Clc1ccc(OCc2ccccc2)cc1CBr",
"reactionStepId": "sa_3fa7ffd11c0b5026c6cf1957",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120053150A1;0469;1185939\",\"rsmi\":\"BrP(Br)[Br:5].O[CH2:4][c:3]1[c:2]([Cl:1])[cH:17][cH:16][c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:6]1>ClCCl.O.O=C(O)O.[Na+]>[Cl:1][c:2]1[c:3]([CH2:4][Br:5])[cH:6][c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"BrP(Br)[Br:5].O[CH2:4][c:3]1[c:2]([Cl:1])[cH:17][cH:16][c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:6]1>ClCCl.O.O=C(O)O.[Na+]>[Cl:1][c:2]1[c:3]([CH2:4][Br:5])[cH:6][c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_3fa7ffd11c0b5026c6cf1957",
"reactionHash": "f032e00ee02cf1769064adbc018abbf2187d700b03b8356b692140456166a391"
},
"children": [
{
"id": "11565",
"routeId": "sa_4954d1773ed894e2db811824",
"moleculeId": "sa_dffdccbce5a44ffb8b04e1d2",
"parentId": "11564",
"isLeaf": true,
"molecule": {
"id": "sa_dffdccbce5a44ffb8b04e1d2",
"inchikey": "IPNPIHIZVLFAFP-UHFFFAOYSA-N",
"smiles": "BrP(Br)Br"
},
"smiles": "BrP(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11566",
"routeId": "sa_4954d1773ed894e2db811824",
"moleculeId": "sa_2bb7bca804bd97e2d945c3c2",
"parentId": "11564",
"isLeaf": true,
"molecule": {
"id": "sa_2bb7bca804bd97e2d945c3c2",
"inchikey": "JRFYTCBQVVUIAF-UHFFFAOYSA-N",
"smiles": "OCc1cc(OCc2ccccc2)ccc1Cl"
},
"smiles": "OCc1cc(OCc2ccccc2)ccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11567",
"routeId": "sa_4954d1773ed894e2db811824",
"moleculeId": "sa_e1ff5186998faf81c5dcd90b",
"parentId": "11563",
"isLeaf": false,
"molecule": {
"id": "sa_e1ff5186998faf81c5dcd90b",
"inchikey": "UMBVHXNGQIFPCN-UHFFFAOYSA-N",
"smiles": "O=C(Nc1cc[nH]n1)c1c(F)cccc1F"
},
"smiles": "O=C(Nc1cc[nH]n1)c1c(F)cccc1F",
"reactionStepId": "sa_82773986f70276a44a2d0178",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120053150A1;0323;1185882\",\"rsmi\":\"Cl[C:2](=[O:1])[c:9]1[c:10]([F:11])[cH:12][cH:13][cH:14][c:15]1[F:16].[NH2:3][c:4]1[n:5][nH:6][cH:7][cH:8]1>CC#N.CCN(CC)CC>[O:1]=[C:2]([NH:3][c:4]1[n:5][nH:6][cH:7][cH:8]1)[c:9]1[c:10]([F:11])[cH:12][cH:13][cH:14][c:15]1[F:16]\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[c:9]1[c:10]([F:11])[cH:12][cH:13][cH:14][c:15]1[F:16].[NH2:3][c:4]1[n:5][nH:6][cH:7][cH:8]1>CC#N.CCN(CC)CC>[O:1]=[C:2]([NH:3][c:4]1[n:5][nH:6][cH:7][cH:8]1)[c:9]1[c:10]([F:11])[cH:12][cH:13][cH:14][c:15]1[F:16]\"}",
"reactionStep": {
"id": "sa_82773986f70276a44a2d0178",
"reactionHash": "d65b51ba6f77eaaf319c99385b6033ef5f4f22f95c3c57b4f733f692d99cb024"
},
"children": [
{
"id": "11568",
"routeId": "sa_4954d1773ed894e2db811824",
"moleculeId": "sa_121095baeeed9cf171d90473",
"parentId": "11567",
"isLeaf": true,
"molecule": {
"id": "sa_121095baeeed9cf171d90473",
"inchikey": "JVVRJMXHNUAPHW-UHFFFAOYSA-N",
"smiles": "Nc1cc[nH]n1"
},
"smiles": "Nc1cc[nH]n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11569",
"routeId": "sa_4954d1773ed894e2db811824",
"moleculeId": "sa_0b2fee5a8a57963e30d3cfd5",
"parentId": "11567",
"isLeaf": true,
"molecule": {
"id": "sa_0b2fee5a8a57963e30d3cfd5",
"inchikey": "QRHUZEVERIHEPT-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1c(F)cccc1F"
},
"smiles": "O=C(Cl)c1c(F)cccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}