Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCN(c2cc(F)cc(NC(=O)Nc3cccc(C#Cc4cnc(N)nc4)c3)c2)CC1
InChiKey
CVUZFVIFVPUVPU-UHFFFAOYSA-N
Route Signature
1e5238330e2e07bd5fd083273db415e70b42a42330923b6944d9825fcf423978
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_b846787e4ce8baedddd3faf3",
"signature": "1e5238330e2e07bd5fd083273db415e70b42a42330923b6944d9825fcf423978",
"contentHash": "3929606779ebe1ba3bb44de8839f6f83effae8259c97fa36b75e0dfc98dd2d13",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_fb9a8913d6f947c6f18585ac",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06709",
"moleculeId": "sa_54af5b7441a4f69dc3cf2eeb",
"smiles": "CN1CCN(c2cc(F)cc(NC(=O)Nc3cccc(C#Cc4cnc(N)nc4)c3)c2)CC1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_54af5b7441a4f69dc3cf2eeb",
"inchikey": "CVUZFVIFVPUVPU-UHFFFAOYSA-N",
"smiles": "CN1CCN(c2cc(F)cc(NC(=O)Nc3cccc(C#Cc4cnc(N)nc4)c3)c2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11661",
"routeId": "sa_b846787e4ce8baedddd3faf3",
"moleculeId": "sa_54af5b7441a4f69dc3cf2eeb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_54af5b7441a4f69dc3cf2eeb",
"inchikey": "CVUZFVIFVPUVPU-UHFFFAOYSA-N",
"smiles": "CN1CCN(c2cc(F)cc(NC(=O)Nc3cccc(C#Cc4cnc(N)nc4)c3)c2)CC1"
},
"smiles": "CN1CCN(c2cc(F)cc(NC(=O)Nc3cccc(C#Cc4cnc(N)nc4)c3)c2)CC1",
"reactionStepId": "sa_fcaea388c02a7be53315ea93",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080108608A1;1058;568905\",\"rsmi\":\"[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([NH2:9])[cH:28][c:29]([F:30])[cH:31]2)[CH2:32][CH2:33]1.c1ccc(O[C:10](=[O:11])[NH:12][c:13]2[cH:14][c:15]([C:16]#[C:17][c:18]3[cH:19][n:20][c:21]([NH2:22])[n:23][cH:24]3)[cH:25][cH:26][cH:27]2)cc1>C1CCOC1.CCN(CC)CC>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([NH:9][C:10](=[O:11])[NH:12][c:13]3[cH:14][c:15]([C:16]#[C:17][c:18]4[cH:19][n:20][c:21]([NH2:22])[n:23][cH:24]4)[cH:25][cH:26][cH:27]3)[cH:28][c:29]([F:30])[cH:31]2)[CH2:32][CH2:33]1\"},\"mapped_reaction_smiles\":\"[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([NH2:9])[cH:28][c:29]([F:30])[cH:31]2)[CH2:32][CH2:33]1.c1ccc(O[C:10](=[O:11])[NH:12][c:13]2[cH:14][c:15]([C:16]#[C:17][c:18]3[cH:19][n:20][c:21]([NH2:22])[n:23][cH:24]3)[cH:25][cH:26][cH:27]2)cc1>C1CCOC1.CCN(CC)CC>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([NH:9][C:10](=[O:11])[NH:12][c:13]3[cH:14][c:15]([C:16]#[C:17][c:18]4[cH:19][n:20][c:21]([NH2:22])[n:23][cH:24]4)[cH:25][cH:26][cH:27]3)[cH:28][c:29]([F:30])[cH:31]2)[CH2:32][CH2:33]1\"}",
"reactionStep": {
"id": "sa_fcaea388c02a7be53315ea93",
"reactionHash": "7eb8c805b3a77105fb3a37981c5ac4deadf97c1c6f9fb2c567bcfb1b425cb360"
},
"children": [
{
"id": "11662",
"routeId": "sa_b846787e4ce8baedddd3faf3",
"moleculeId": "sa_e3d800478a865529c52e7be2",
"parentId": "11661",
"isLeaf": false,
"molecule": {
"id": "sa_e3d800478a865529c52e7be2",
"inchikey": "FATFFXNQTXKWKM-UHFFFAOYSA-N",
"smiles": "Nc1ncc(C#Cc2cccc(NC(=O)Oc3ccccc3)c2)cn1"
},
"smiles": "Nc1ncc(C#Cc2cccc(NC(=O)Oc3ccccc3)c2)cn1",
"reactionStepId": "sa_8d93068f29146c502da5d3ab",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080108608A1;0591;568837\",\"rsmi\":\"Cl[C:14](=[O:15])[O:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1.[NH2:1][c:2]1[n:3][cH:4][c:5]([C:6]#[C:7][c:8]2[cH:9][cH:10][cH:11][c:12]([NH2:13])[cH:23]2)[cH:24][n:25]1>CC(C)(C)c1nnc(NC(=O)Oc2ccccc2)s1>[NH2:1][c:2]1[n:3][cH:4][c:5]([C:6]#[C:7][c:8]2[cH:9][cH:10][cH:11][c:12]([NH:13][C:14](=[O:15])[O:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[cH:23]2)[cH:24][n:25]1\"},\"mapped_reaction_smiles\":\"Cl[C:14](=[O:15])[O:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1.[NH2:1][c:2]1[n:3][cH:4][c:5]([C:6]#[C:7][c:8]2[cH:9][cH:10][cH:11][c:12]([NH2:13])[cH:23]2)[cH:24][n:25]1>CC(C)(C)c1nnc(NC(=O)Oc2ccccc2)s1>[NH2:1][c:2]1[n:3][cH:4][c:5]([C:6]#[C:7][c:8]2[cH:9][cH:10][cH:11][c:12]([NH:13][C:14](=[O:15])[O:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[cH:23]2)[cH:24][n:25]1\"}",
"reactionStep": {
"id": "sa_8d93068f29146c502da5d3ab",
"reactionHash": "888680ffdeaef767f423e535a1e4758e40bc9082988e8ba9d7efe73d34f17221"
},
"children": [
{
"id": "11663",
"routeId": "sa_b846787e4ce8baedddd3faf3",
"moleculeId": "sa_c3f902b5f9863db0f23f1ee5",
"parentId": "11662",
"isLeaf": true,
"molecule": {
"id": "sa_c3f902b5f9863db0f23f1ee5",
"inchikey": "AHWALFGBDFAJAI-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Oc1ccccc1"
},
"smiles": "O=C(Cl)Oc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11664",
"routeId": "sa_b846787e4ce8baedddd3faf3",
"moleculeId": "sa_c47879ecbbcc5f3191737656",
"parentId": "11662",
"isLeaf": true,
"molecule": {
"id": "sa_c47879ecbbcc5f3191737656",
"inchikey": "BAMHGZKSROSDGC-UHFFFAOYSA-N",
"smiles": "Nc1cccc(C#Cc2cnc(N)nc2)c1"
},
"smiles": "Nc1cccc(C#Cc2cnc(N)nc2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11665",
"routeId": "sa_b846787e4ce8baedddd3faf3",
"moleculeId": "sa_349bddec4f1d6d075b68328e",
"parentId": "11661",
"isLeaf": false,
"molecule": {
"id": "sa_349bddec4f1d6d075b68328e",
"inchikey": "PZBBQMPXDSBDJJ-UHFFFAOYSA-N",
"smiles": "CN1CCN(c2cc(N)cc(F)c2)CC1"
},
"smiles": "CN1CCN(c2cc(N)cc(F)c2)CC1",
"reactionStepId": "sa_5a95e2d2f7c29be34c67e704",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080108608A1;1064;568907\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[cH:7][c:6]([N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:15][CH2:14]2)[cH:13][c:11]([F:12])[cH:10]1>CCOC(C)=O.[Pt]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([NH2:9])[cH:10][c:11]([F:12])[cH:13]2)[CH2:14][CH2:15]1\"},\"mapped_reaction_smiles\":\"O=[N+:9]([O-])[c:8]1[cH:7][c:6]([N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:15][CH2:14]2)[cH:13][c:11]([F:12])[cH:10]1>CCOC(C)=O.[Pt]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([NH2:9])[cH:10][c:11]([F:12])[cH:13]2)[CH2:14][CH2:15]1\"}",
"reactionStep": {
"id": "sa_5a95e2d2f7c29be34c67e704",
"reactionHash": "6b6d9edd665786de355ae3eb9037f6cd230c38383fe92b12cf85d640a39d05f7"
},
"children": [
{
"id": "11666",
"routeId": "sa_b846787e4ce8baedddd3faf3",
"moleculeId": "sa_9c80507d5c2adacc15c879bb",
"parentId": "11665",
"isLeaf": false,
"molecule": {
"id": "sa_9c80507d5c2adacc15c879bb",
"inchikey": "XKZCRNRLAKLTKX-UHFFFAOYSA-N",
"smiles": "CN1CCN(c2cc(F)cc([N+](=O)[O-])c2)CC1"
},
"smiles": "CN1CCN(c2cc(F)cc([N+](=O)[O-])c2)CC1",
"reactionStepId": "sa_05b9f99037f5981708c5a4e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080108608A1;1061;568906\",\"rsmi\":\"F[c:6]1[cH:7][c:8]([F:9])[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15]1.[CH3:1][N:2]1[CH2:3][CH2:4][NH:5][CH2:16][CH2:17]1>CS(C)=O.O>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([F:9])[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15]2)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"F[c:6]1[cH:7][c:8]([F:9])[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15]1.[CH3:1][N:2]1[CH2:3][CH2:4][NH:5][CH2:16][CH2:17]1>CS(C)=O.O>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([F:9])[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15]2)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_05b9f99037f5981708c5a4e8",
"reactionHash": "af6fc0809ab548b75323fff755a27c72b01d240bb41830d1b1f582f30cc21057"
},
"children": [
{
"id": "11667",
"routeId": "sa_b846787e4ce8baedddd3faf3",
"moleculeId": "sa_a1c3cc69f16597aa98b9e8e8",
"parentId": "11666",
"isLeaf": true,
"molecule": {
"id": "sa_a1c3cc69f16597aa98b9e8e8",
"inchikey": "AUQBBDWDLJSKMI-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(F)cc(F)c1"
},
"smiles": "O=[N+]([O-])c1cc(F)cc(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11668",
"routeId": "sa_b846787e4ce8baedddd3faf3",
"moleculeId": "sa_513cbf1b8d13aff0b62eb838",
"parentId": "11666",
"isLeaf": true,
"molecule": {
"id": "sa_513cbf1b8d13aff0b62eb838",
"inchikey": "PVOAHINGSUIXLS-UHFFFAOYSA-N",
"smiles": "CN1CCNCC1"
},
"smiles": "CN1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}