Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOCc1nc2c(N)nc3cc(-n4ccccc4=O)ccc3c2n1CCCOC(C)C
InChiKey
MEXKWXSGNTVMEC-UHFFFAOYSA-N
Route Signature
34deaebd14cf7d9822a712b856699a6ce9a2b842b54e25fc3a12788a5de2c4a7
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c36611b90f51ac9b4c010df1",
"signature": "34deaebd14cf7d9822a712b856699a6ce9a2b842b54e25fc3a12788a5de2c4a7",
"contentHash": "321a556393a59934323f1ee0e3bc3a239eeac6b3a23453ba1f7487a54b5b596c",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_3719cc25bfd2449e52883fee",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03310",
"moleculeId": "sa_dcc30a01549b7c7377c1f874",
"smiles": "CCOCc1nc2c(N)nc3cc(-n4ccccc4=O)ccc3c2n1CCCOC(C)C",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_dcc30a01549b7c7377c1f874",
"inchikey": "MEXKWXSGNTVMEC-UHFFFAOYSA-N",
"smiles": "CCOCc1nc2c(N)nc3cc(-n4ccccc4=O)ccc3c2n1CCCOC(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15107",
"routeId": "sa_c36611b90f51ac9b4c010df1",
"moleculeId": "sa_dcc30a01549b7c7377c1f874",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_dcc30a01549b7c7377c1f874",
"inchikey": "MEXKWXSGNTVMEC-UHFFFAOYSA-N",
"smiles": "CCOCc1nc2c(N)nc3cc(-n4ccccc4=O)ccc3c2n1CCCOC(C)C"
},
"smiles": "CCOCc1nc2c(N)nc3cc(-n4ccccc4=O)ccc3c2n1CCCOC(C)C",
"reactionStepId": "sa_92c8f4e6bce67e7cf08d2f73",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070213356A1;0545;494446\",\"rsmi\":\"Br[c:12]1[cH:11][c:10]2[c:9]([c:8]3[c:7]([n:6][c:5]([CH2:4][O:3][CH2:2][CH3:1])[n:25]3[CH2:26][CH2:27][CH2:28][O:29][CH:30]([CH3:31])[CH3:32])[c:23]([NH2:24])[n:22]2)[cH:21][cH:20]1.[nH:13]1[cH:14][cH:15][cH:16][cH:17][c:18]1=[O:19]>C1COCCO1.CNCCNC.O=P(O)(O)O.[Cu]I.[K+].[K+].[K+]>[CH3:1][CH2:2][O:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][c:12](-[n:13]4[cH:14][cH:15][cH:16][cH:17][c:18]4=[O:19])[cH:20][cH:21]3)[n:22][c:23]2[NH2:24])[n:25]1[CH2:26][CH2:27][CH2:28][O:29][CH:30]([CH3:31])[CH3:32]\"},\"mapped_reaction_smiles\":\"Br[c:12]1[cH:11][c:10]2[c:9]([c:8]3[c:7]([n:6][c:5]([CH2:4][O:3][CH2:2][CH3:1])[n:25]3[CH2:26][CH2:27][CH2:28][O:29][CH:30]([CH3:31])[CH3:32])[c:23]([NH2:24])[n:22]2)[cH:21][cH:20]1.[nH:13]1[cH:14][cH:15][cH:16][cH:17][c:18]1=[O:19]>C1COCCO1.CNCCNC.O=P(O)(O)O.[Cu]I.[K+].[K+].[K+]>[CH3:1][CH2:2][O:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][c:12](-[n:13]4[cH:14][cH:15][cH:16][cH:17][c:18]4=[O:19])[cH:20][cH:21]3)[n:22][c:23]2[NH2:24])[n:25]1[CH2:26][CH2:27][CH2:28][O:29][CH:30]([CH3:31])[CH3:32]\"}",
"reactionStep": {
"id": "sa_92c8f4e6bce67e7cf08d2f73",
"reactionHash": "2e85cda3353558f9f84ec9c837c592b0aefa54488ee4cf627570e78dc8e93ed1"
},
"children": [
{
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"routeId": "sa_c36611b90f51ac9b4c010df1",
"moleculeId": "sa_44d46677e1a154939d847542",
"parentId": "15107",
"isLeaf": true,
"molecule": {
"id": "sa_44d46677e1a154939d847542",
"inchikey": "UBQKCCHYAOITMY-UHFFFAOYSA-N",
"smiles": "Oc1ccccn1"
},
"smiles": "O=c1cccc[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15109",
"routeId": "sa_c36611b90f51ac9b4c010df1",
"moleculeId": "sa_ce94eeb0b0f3ebe05f4cd9ad",
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"isLeaf": false,
"molecule": {
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"inchikey": "ZCZYGRHIYIHRNE-UHFFFAOYSA-N",
"smiles": "CCOCc1nc2c(N)nc3cc(Br)ccc3c2n1CCCOC(C)C"
},
"smiles": "CCOCc1nc2c(N)nc3cc(Br)ccc3c2n1CCCOC(C)C",
"reactionStepId": "sa_8b38000e1acc6adaaa9ce8a3",
"template": null,
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"reactionStep": {
"id": "sa_8b38000e1acc6adaaa9ce8a3",
"reactionHash": "298db0232f08386824e46ad72d3273b579a0912493eb82daf36aaeefd764ccf0"
},
"children": [
{
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"moleculeId": "sa_b494552f1f82d2706ea9dc16",
"parentId": "15109",
"isLeaf": false,
"molecule": {
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"inchikey": "BLCGRICYNYRMCA-UHFFFAOYSA-N",
"smiles": "CCOCc1nc2cnc3cc(Br)ccc3c2n1CCCOC(C)C"
},
"smiles": "CCOCc1nc2cnc3cc(Br)ccc3c2n1CCCOC(C)C",
"reactionStepId": "sa_cc6afc1a9a19f399d213e36d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070213356A1;0494;494437\",\"rsmi\":\"O=[C:5](Cl)[CH2:4][O:3][CH2:2][CH3:1].[NH2:6][c:7]1[c:8]([NH:18][CH2:19][CH2:20][CH2:21][O:22][CH:23]([CH3:24])[CH3:25])[c:9]2[c:10]([cH:11][c:12]([Br:13])[cH:14][cH:15]2)[n:16][cH:17]1>CC#N.CCN(CC)CC.CCO>[CH3:1][CH2:2][O:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][c:12]([Br:13])[cH:14][cH:15]3)[n:16][cH:17]2)[n:18]1[CH2:19][CH2:20][CH2:21][O:22][CH:23]([CH3:24])[CH3:25]\"},\"mapped_reaction_smiles\":\"O=[C:5](Cl)[CH2:4][O:3][CH2:2][CH3:1].[NH2:6][c:7]1[c:8]([NH:18][CH2:19][CH2:20][CH2:21][O:22][CH:23]([CH3:24])[CH3:25])[c:9]2[c:10]([cH:11][c:12]([Br:13])[cH:14][cH:15]2)[n:16][cH:17]1>CC#N.CCN(CC)CC.CCO>[CH3:1][CH2:2][O:3][CH2:4][c:5]1[n:6][c:7]2[c:8]([c:9]3[c:10]([cH:11][c:12]([Br:13])[cH:14][cH:15]3)[n:16][cH:17]2)[n:18]1[CH2:19][CH2:20][CH2:21][O:22][CH:23]([CH3:24])[CH3:25]\"}",
"reactionStep": {
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"reactionHash": "8c30b10e29983217379830a80498f12a52225d0608247c899a7e1bad00b1a76f"
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"children": [
{
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"routeId": "sa_c36611b90f51ac9b4c010df1",
"moleculeId": "sa_07ad3de9a37b0c7dbb651727",
"parentId": "15110",
"isLeaf": false,
"molecule": {
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"inchikey": "ZAXAZSVZGOSUSX-UHFFFAOYSA-N",
"smiles": "CC(C)OCCCNc1c(N)cnc2cc(Br)ccc12"
},
"smiles": "CC(C)OCCCNc1c(N)cnc2cc(Br)ccc12",
"reactionStepId": "sa_98ebbf7d56418b11fa214dac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070213356A1;0493;494436\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[c:9]([NH:8][CH2:7][CH2:6][CH2:5][O:4][CH:2]([CH3:1])[CH3:3])[c:20]2[c:14]([n:13][cH:12]1)[cH:15][c:16]([Br:17])[cH:18][cH:19]2>CC#N.[Pt]>[CH3:1][CH:2]([CH3:3])[O:4][CH2:5][CH2:6][CH2:7][NH:8][c:9]1[c:10]([NH2:11])[cH:12][n:13][c:14]2[cH:15][c:16]([Br:17])[cH:18][cH:19][c:20]12\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[c:9]([NH:8][CH2:7][CH2:6][CH2:5][O:4][CH:2]([CH3:1])[CH3:3])[c:20]2[c:14]([n:13][cH:12]1)[cH:15][c:16]([Br:17])[cH:18][cH:19]2>CC#N.[Pt]>[CH3:1][CH:2]([CH3:3])[O:4][CH2:5][CH2:6][CH2:7][NH:8][c:9]1[c:10]([NH2:11])[cH:12][n:13][c:14]2[cH:15][c:16]([Br:17])[cH:18][cH:19][c:20]12\"}",
"reactionStep": {
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"metadata": "{\"annotations\":{\"ID\":\"US20070213356A1;0492;494435\",\"rsmi\":\"Cl[c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15][c:16]2[cH:17][c:18]([Br:19])[cH:20][cH:21][c:22]12.[CH3:1][CH:2]([CH3:3])[O:4][CH2:5][CH2:6][CH2:7][NH2:8]>CCN(CC)CC.ClCCl>[CH3:1][CH:2]([CH3:3])[O:4][CH2:5][CH2:6][CH2:7][NH:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15][c:16]2[cH:17][c:18]([Br:19])[cH:20][cH:21][c:22]12\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15][c:16]2[cH:17][c:18]([Br:19])[cH:20][cH:21][c:22]12.[CH3:1][CH:2]([CH3:3])[O:4][CH2:5][CH2:6][CH2:7][NH2:8]>CCN(CC)CC.ClCCl>[CH3:1][CH:2]([CH3:3])[O:4][CH2:5][CH2:6][CH2:7][NH:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15][c:16]2[cH:17][c:18]([Br:19])[cH:20][cH:21][c:22]12\"}",
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"smiles": "O=[N+]([O-])c1cnc2cc(Br)ccc2c1Cl",
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"metadata": "{\"annotations\":{\"ID\":\"US20070213356A1;0489;494434\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:6].O[c:5]1[c:4]([N+:2](=[O:1])[O-:3])[cH:15][n:14][c:13]2[c:7]1[cH:8][cH:9][c:10]([Br:11])[cH:12]2>>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([Cl:6])[c:7]2[cH:8][cH:9][c:10]([Br:11])[cH:12][c:13]2[n:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:6].O[c:5]1[c:4]([N+:2](=[O:1])[O-:3])[cH:15][n:14][c:13]2[c:7]1[cH:8][cH:9][c:10]([Br:11])[cH:12]2>>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([Cl:6])[c:7]2[cH:8][cH:9][c:10]([Br:11])[cH:12][c:13]2[n:14][cH:15]1\"}",
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{
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"smiles": "O=P(Cl)(Cl)Cl"
},
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{
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"molecule": {
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"smiles": "CC(C)OCCCN"
},
"smiles": "CC(C)OCCCN",
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},
{
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"molecule": {
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"smiles": "CCOCC(=O)Cl"
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{
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}