Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1NC(=O)c1cc2ncc(NCCN(C)C)nc2s1
InChiKey
LBXOVOGTUNCYLY-UHFFFAOYSA-N
Route Signature
11e9676a1d94775540caa4b153d7b3d3af2a4b5162e8902b5adcd5b8428a2990
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisc08cj03335iddfwcqzqbc",
"signature": "11e9676a1d94775540caa4b153d7b3d3af2a4b5162e8902b5adcd5b8428a2990",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc08cj03325iddetjt2p44",
"benchmarkSetId": "cmisc07hg00005iddmvjgxdau",
"targetId": "n5-01163",
"moleculeId": "e1bpiq9mgzxdibsxsleeu92a",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "e1bpiq9mgzxdibsxsleeu92a",
"inchikey": "LBXOVOGTUNCYLY-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1NC(=O)c1cc2ncc(NCCN(C)C)nc2s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc08ck03345iddmlw7rk4x",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "e1bpiq9mgzxdibsxsleeu92a",
"parentId": null,
"reactionStepId": "zdzcej505iypnxzw6mvy0704",
"isLeaf": false,
"molecule": {
"id": "e1bpiq9mgzxdibsxsleeu92a",
"inchikey": "LBXOVOGTUNCYLY-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1NC(=O)c1cc2ncc(NCCN(C)C)nc2s1"
},
"reactionStep": {
"id": "zdzcej505iypnxzw6mvy0704",
"reactionHash": "6668be7b458da06571d39de00d77c8e0c931b2b7d17038d8e098b1329f48f9ca",
"template": null,
"metadata": "{\"ID\":\"US20130079341A1;0280;1350294\",\"rsmi\":\"Cl[c:12]1[cH:11][n:10][c:9]2[cH:8][c:7]([C:5]([NH:4][c:3]3[c:2]([CH3:1])[cH:39][cH:38][c:23]([NH:24][C:25](=[O:26])[c:27]4[cH:28][c:29]([C:30]([CH3:31])([CH3:32])[C:33]#[N:34])[cH:35][cH:36][cH:37]4)[cH:22]3)=[O:6])[s:21][c:20]2[n:19]1.[NH2:13][CH2:14][CH2:15][N:16]([CH3:17])[CH3:18]>CNc1cnc2cc(C(=O)Nc3cc(NC(=O)c4cccc(C(C)(C)C#N)c4)ccc3C)sc2n1>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]3[n:10][cH:11][c:12]([NH:13][CH2:14][CH2:15][N:16]([CH3:17])[CH3:18])[n:19][c:20]3[s:21]2)[cH:22][c:23]([NH:24][C:25](=[O:26])[c:27]2[cH:28][c:29]([C:30]([CH3:31])([CH3:32])[C:33]#[N:34])[cH:35][cH:36][cH:37]2)[cH:38][cH:39]1\"}"
},
"children": [
{
"id": "cmisc08ck03355iddmibkxgm0",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "a0l7rfi1p6jwv3due0960o81",
"parentId": "cmisc08ck03345iddmlw7rk4x",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "a0l7rfi1p6jwv3due0960o81",
"inchikey": "DILRJUIACXKSQE-UHFFFAOYSA-N",
"smiles": "CN(C)CCN"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc08ck03365iddbc8zabof",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "uf4az4hvlguxx89e6auw1t5m",
"parentId": "cmisc08ck03345iddmlw7rk4x",
"reactionStepId": "mt75h7tqyovvi35c1b7s42sx",
"isLeaf": false,
"molecule": {
"id": "uf4az4hvlguxx89e6auw1t5m",
"inchikey": "DTVUMWPZURZKRF-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1NC(=O)c1cc2ncc(Cl)nc2s1"
},
"reactionStep": {
"id": "mt75h7tqyovvi35c1b7s42sx",
"reactionHash": "562476accdc70a20ca44d6f323adadd12c7107568bfde9d5c8b5530abd4d0aac",
"template": null,
"metadata": "{\"ID\":\"US20130079341A1;0275;1350291\",\"rsmi\":\"Cl[C:5](=[O:6])[c:7]1[cH:8][c:9]2[n:10][cH:11][c:12]([Cl:13])[n:14][c:15]2[s:16]1.[CH3:1][c:2]1[c:3]([NH2:4])[cH:17][c:18]([NH:19][C:20](=[O:21])[c:22]2[cH:23][c:24]([C:25]([CH3:26])([CH3:27])[C:28]#[N:29])[cH:30][cH:31][cH:32]2)[cH:33][cH:34]1>CCN(CC)CC.ClCCl>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]3[n:10][cH:11][c:12]([Cl:13])[n:14][c:15]3[s:16]2)[cH:17][c:18]([NH:19][C:20](=[O:21])[c:22]2[cH:23][c:24]([C:25]([CH3:26])([CH3:27])[C:28]#[N:29])[cH:30][cH:31][cH:32]2)[cH:33][cH:34]1\"}"
},
"children": [
{
"id": "cmisc08ck03375iddftw6mjob",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "ft4kg65idk1oyz3ith3b0wd6",
"parentId": "cmisc08ck03365iddbc8zabof",
"reactionStepId": "m0dzefho7rspka8u5xizz564",
"isLeaf": false,
"molecule": {
"id": "ft4kg65idk1oyz3ith3b0wd6",
"inchikey": "TYVHWMWGBLWDBH-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1N"
},
"reactionStep": {
"id": "m0dzefho7rspka8u5xizz564",
"reactionHash": "2da4039d9012d13c522a324e40adb3550420df61d437b6dfa92a9f0f34dd625e",
"template": null,
"metadata": "{\"ID\":\"US20090118261A1;0283;699626\",\"rsmi\":\"O=[N+:4]([O-])[c:3]1[c:2]([CH3:1])[cH:22][cH:21][c:6]([NH:7][C:8](=[O:9])[c:10]2[cH:11][c:12]([C:13]([CH3:14])([CH3:15])[C:16]#[N:17])[cH:18][cH:19][cH:20]2)[cH:5]1>CCO.NN.O.[Pd]>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][c:6]([NH:7][C:8](=[O:9])[c:10]2[cH:11][c:12]([C:13]([CH3:14])([CH3:15])[C:16]#[N:17])[cH:18][cH:19][cH:20]2)[cH:21][cH:22]1\"}"
},
"children": [
{
"id": "cmisc08cl03395iddfa1m7irh",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "tu5f15g6acnd576e2odkmf2a",
"parentId": "cmisc08ck03375iddftw6mjob",
"reactionStepId": "eh6lzkdt3m8e6jne5vr157ca",
"isLeaf": false,
"molecule": {
"id": "tu5f15g6acnd576e2odkmf2a",
"inchikey": "XIRHXOAKFKJTBC-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1[N+](=O)[O-]"
},
"reactionStep": {
"id": "eh6lzkdt3m8e6jne5vr157ca",
"reactionHash": "a0dc8bb8ed8a1b5d3c038d6f796678810f59057c9da3834474970f23a268cf09",
"template": null,
"metadata": "{\"ID\":\"US20090118261A1;0281;699625\",\"rsmi\":\"O[C:10](=[O:11])[c:12]1[cH:13][c:14]([C:15]([CH3:16])([CH3:17])[C:18]#[N:19])[cH:20][cH:21][cH:22]1.[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([NH2:9])[cH:23][cH:24]1>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.CN(C)C=O.ClCCl.On1nnc2ccccc21>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([NH:9][C:10](=[O:11])[c:12]2[cH:13][c:14]([C:15]([CH3:16])([CH3:17])[C:18]#[N:19])[cH:20][cH:21][cH:22]2)[cH:23][cH:24]1\"}"
},
"children": [
{
"id": "cmisc08cl033c5iddmzqr884z",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "q92eeapqp8tg2s8x7w0v0axd",
"parentId": "cmisc08cl03395iddfa1m7irh",
"reactionStepId": "w912vjgi350gzyr5vpmxchog",
"isLeaf": false,
"molecule": {
"id": "q92eeapqp8tg2s8x7w0v0axd",
"inchikey": "VSCTXXVTZNQKAX-UHFFFAOYSA-N",
"smiles": "CC(C)(C#N)c1cccc(C(=O)O)c1"
},
"reactionStep": {
"id": "w912vjgi350gzyr5vpmxchog",
"reactionHash": "f426377396cd496890414db07c18c532babb499bbfdb07a4f5784e825e77f97a",
"template": null,
"metadata": "{\"ID\":\"US20090118261A1;0279;699624\",\"rsmi\":\"C[O:13][C:11]([c:10]1[cH:9][cH:8][cH:7][c:6]([C:2]([CH3:1])([CH3:3])[C:4]#[N:5])[cH:14]1)=[O:12]>C1CCOC1.CO.O.O.[Li+].O>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[OH:13])[cH:14]1\"}"
},
"children": [
{
"id": "cmisc08cl033f5idda4y60494",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "nbjwvm9gs0u663wwqbcqkao1",
"parentId": "cmisc08cl033c5iddmzqr884z",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "nbjwvm9gs0u663wwqbcqkao1",
"inchikey": "FKRJEXVTBGQAMO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(C(C)(C)C#N)c1"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc08cl033d5iddvh8sa54a",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "y3s3g87434s5cnnc2sxm3alu",
"parentId": "cmisc08cl03395iddfa1m7irh",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "y3s3g87434s5cnnc2sxm3alu",
"inchikey": "GDIIPKWHAQGCJF-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)cc1[N+](=O)[O-]"
},
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "cmisc08ck03385idd3fbkjcy5",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "ccr2fl3mkw2405apzi6uic0k",
"parentId": "cmisc08ck03365iddbc8zabof",
"reactionStepId": "tcpp7w5rvwpqkv07okxdjv8q",
"isLeaf": false,
"molecule": {
"id": "ccr2fl3mkw2405apzi6uic0k",
"inchikey": "WKFASDKVIMCRJT-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1cc2ncc(Cl)nc2s1"
},
"reactionStep": {
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"reactionHash": "4f07be362638c65260ceddc2314d7ba0d05e4b2317dd1d3f1309a1a912a157c4",
"template": null,
"metadata": "{\"ID\":\"US20130079341A1;0274;1350290\",\"rsmi\":\"O=S(Cl)[Cl:3].O[C:2](=[O:1])[c:4]1[cH:5][c:6]2[n:7][cH:8][c:9]([Cl:10])[n:11][c:12]2[s:13]1>>[O:1]=[C:2]([Cl:3])[c:4]1[cH:5][c:6]2[n:7][cH:8][c:9]([Cl:10])[n:11][c:12]2[s:13]1\"}"
},
"children": [
{
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"molecule": {
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"inchikey": "BMPWIZDVEAGVQB-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc2ncc(Cl)nc2s1"
},
"reactionStep": {
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"reactionHash": "00cc34c41d2cba0cf6acec97cf45d7400607b1255a9c4a9b6f66996815f39d74",
"template": null,
"metadata": "{\"ID\":\"US20130079341A1;0273;1350289\",\"rsmi\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6]2[n:7][cH:8][c:9]([Cl:10])[n:11][c:12]2[s:13]1>C1CCOC1.O.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]2[n:7][cH:8][c:9]([Cl:10])[n:11][c:12]2[s:13]1\"}"
},
"children": [
{
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"moleculeId": "vnyw3vuhyx7fdsd9eazd6447",
"parentId": "cmisc08cl033a5idd7asmc8oz",
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"isLeaf": true,
"molecule": {
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"smiles": "COC(=O)c1cc2ncc(Cl)nc2s1"
},
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"children": []
}
]
},
{
"id": "cmisc08cl033b5iddl9wi7acg",
"routeId": "cmisc08cj03335iddfwcqzqbc",
"moleculeId": "dwchgnhfvvkjv1mlo0qjk3ga",
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"molecule": {
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"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
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"children": []
}
]
}
]
}
]
}
}