Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cn(-c2cccc(C3=Nc4ccc(C#Cc5ccccc5)cc4NC(=O)C3)c2)c(C)n1
InChiKey
BNDLOWQLTPXTJB-UHFFFAOYSA-N
Route Signature
55336ad28e3e0203816f43834ef63ec0fd355f5c7f02ee546b9f37dbde67bcb8
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5ea3ef60bc04a2964c90ff6a",
"signature": "55336ad28e3e0203816f43834ef63ec0fd355f5c7f02ee546b9f37dbde67bcb8",
"contentHash": "6435ed1d63c2eb30612f750b220c4716554218f8e943914c4a2554daa96a36d2",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_5eebeeb3df923fc17b1717d5",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01386",
"moleculeId": "sa_db1ecba2f20b96000bebe197",
"smiles": "Cc1cn(-c2cccc(C3=Nc4ccc(C#Cc5ccccc5)cc4NC(=O)C3)c2)c(C)n1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_db1ecba2f20b96000bebe197",
"inchikey": "BNDLOWQLTPXTJB-UHFFFAOYSA-N",
"smiles": "Cc1cn(-c2cccc(C3=Nc4ccc(C#Cc5ccccc5)cc4NC(=O)C3)c2)c(C)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10139",
"routeId": "sa_5ea3ef60bc04a2964c90ff6a",
"moleculeId": "sa_db1ecba2f20b96000bebe197",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_db1ecba2f20b96000bebe197",
"inchikey": "BNDLOWQLTPXTJB-UHFFFAOYSA-N",
"smiles": "Cc1cn(-c2cccc(C3=Nc4ccc(C#Cc5ccccc5)cc4NC(=O)C3)c2)c(C)n1"
},
"smiles": "Cc1cn(-c2cccc(C3=Nc4ccc(C#Cc5ccccc5)cc4NC(=O)C3)c2)c(C)n1",
"reactionStepId": "sa_8f429f2639e8a4e3944b5049",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030092677A1;0780;74138\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:11][c:12]1[c:13]([NH:26][C:27](=[O:28])[CH2:29][C:10](=O)[c:9]2[cH:8][cH:7][cH:6][c:5](-[n:4]3[cH:3][c:2]([CH3:1])[n:33][c:31]3[CH3:32])[cH:30]2)[cH:14][c:15]([C:16]#[C:17][c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[cH:24][cH:25]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][n:4](-[c:5]2[cH:6][cH:7][cH:8][c:9]([C:10]3=[N:11][c:12]4[c:13]([cH:14][c:15]([C:16]#[C:17][c:18]5[cH:19][cH:20][cH:21][cH:22][cH:23]5)[cH:24][cH:25]4)[NH:26][C:27](=[O:28])[CH2:29]3)[cH:30]2)[c:31]([CH3:32])[n:33]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:11][c:12]1[c:13]([NH:26][C:27](=[O:28])[CH2:29][C:10](=O)[c:9]2[cH:8][cH:7][cH:6][c:5](-[n:4]3[cH:3][c:2]([CH3:1])[n:33][c:31]3[CH3:32])[cH:30]2)[cH:14][c:15]([C:16]#[C:17][c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[cH:24][cH:25]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][n:4](-[c:5]2[cH:6][cH:7][cH:8][c:9]([C:10]3=[N:11][c:12]4[c:13]([cH:14][c:15]([C:16]#[C:17][c:18]5[cH:19][cH:20][cH:21][cH:22][cH:23]5)[cH:24][cH:25]4)[NH:26][C:27](=[O:28])[CH2:29]3)[cH:30]2)[c:31]([CH3:32])[n:33]1\"}",
"reactionStep": {
"id": "sa_8f429f2639e8a4e3944b5049",
"reactionHash": "d7cf835f2a74260a1a37681c03c0254d29269d62e97fb8fec3e2fc34eb9ae704"
},
"children": [
{
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"routeId": "sa_5ea3ef60bc04a2964c90ff6a",
"moleculeId": "sa_f8c71b7885b0ad73357f926f",
"parentId": "10139",
"isLeaf": false,
"molecule": {
"id": "sa_f8c71b7885b0ad73357f926f",
"inchikey": "HORYYXOXFSLGLF-UHFFFAOYSA-N",
"smiles": "Cc1cn(-c2cccc(C(=O)CC(=O)Nc3cc(C#Cc4ccccc4)ccc3NC(=O)OC(C)(C)C)c2)c(C)n1"
},
"smiles": "Cc1cn(-c2cccc(C(=O)CC(=O)Nc3cc(C#Cc4ccccc4)ccc3NC(=O)OC(C)(C)C)c2)c(C)n1",
"reactionStepId": "sa_2ee2c958e03078b5946d0964",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030092677A1;0520;74028\",\"rsmi\":\"CC(C)(C)O[C:13]([CH2:12][C:10]([c:9]1[cH:8][cH:7][cH:6][c:5](-[n:4]2[cH:3][c:2]([CH3:1])[n:41][c:39]2[CH3:40])[cH:38]1)=[O:11])=[O:14].[NH2:15][c:16]1[c:17]([NH:18][C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[cH:26][cH:27][c:28]([C:29]#[C:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37]1>>[CH3:1][c:2]1[cH:3][n:4](-[c:5]2[cH:6][cH:7][cH:8][c:9]([C:10](=[O:11])[CH2:12][C:13](=[O:14])[NH:15][c:16]3[c:17]([NH:18][C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[cH:26][cH:27][c:28]([C:29]#[C:30][c:31]4[cH:32][cH:33][cH:34][cH:35][cH:36]4)[cH:37]3)[cH:38]2)[c:39]([CH3:40])[n:41]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)O[C:13]([CH2:12][C:10]([c:9]1[cH:8][cH:7][cH:6][c:5](-[n:4]2[cH:3][c:2]([CH3:1])[n:41][c:39]2[CH3:40])[cH:38]1)=[O:11])=[O:14].[NH2:15][c:16]1[c:17]([NH:18][C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[cH:26][cH:27][c:28]([C:29]#[C:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37]1>>[CH3:1][c:2]1[cH:3][n:4](-[c:5]2[cH:6][cH:7][cH:8][c:9]([C:10](=[O:11])[CH2:12][C:13](=[O:14])[NH:15][c:16]3[c:17]([NH:18][C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[cH:26][cH:27][c:28]([C:29]#[C:30][c:31]4[cH:32][cH:33][cH:34][cH:35][cH:36]4)[cH:37]3)[cH:38]2)[c:39]([CH3:40])[n:41]1\"}",
"reactionStep": {
"id": "sa_2ee2c958e03078b5946d0964",
"reactionHash": "7354c1397842f67ef468b434bcb9e2d1306b7a489f51f21ffcfde5a642f3c45f"
},
"children": [
{
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"routeId": "sa_5ea3ef60bc04a2964c90ff6a",
"moleculeId": "sa_6d16fbaf0a90adc624a9b737",
"parentId": "10140",
"isLeaf": false,
"molecule": {
"id": "sa_6d16fbaf0a90adc624a9b737",
"inchikey": "MEALZEDUQMRXBW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ccc(C#Cc2ccccc2)cc1N"
},
"smiles": "CC(C)(C)OC(=O)Nc1ccc(C#Cc2ccccc2)cc1N",
"reactionStepId": "sa_2ffb51aca4c6bcfc1874229f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030092677A1;0226;73890\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:23][cH:22][c:13]([C:14]#[C:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:12]1>Cl[Sn]Cl.O.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[c:10]([NH2:11])[cH:12][c:13]([C:14]#[C:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:23][cH:22][c:13]([C:14]#[C:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:12]1>Cl[Sn]Cl.O.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[c:10]([NH2:11])[cH:12][c:13]([C:14]#[C:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_2ffb51aca4c6bcfc1874229f",
"reactionHash": "45271ea25e85776a902b7f6c091e9bd7e671028d06c2a6101b3eb4a9afdc4273"
},
"children": [
{
"id": "10142",
"routeId": "sa_5ea3ef60bc04a2964c90ff6a",
"moleculeId": "sa_18391268580eddc99a6b2086",
"parentId": "10141",
"isLeaf": false,
"molecule": {
"id": "sa_18391268580eddc99a6b2086",
"inchikey": "UKESQFROFBXWKT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ccc(C#Cc2ccccc2)cc1[N+](=O)[O-]"
},
"smiles": "CC(C)(C)OC(=O)Nc1ccc(C#Cc2ccccc2)cc1[N+](=O)[O-]",
"reactionStepId": "sa_341c74ff114b8b4527c403cd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030092677A1;0194;73879\",\"rsmi\":\"I[c:15]1[cH:14][c:10]([N+:11](=[O:12])[O-:13])[c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:25][cH:24]1.[CH:16]#[C:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1>>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([C:16]#[C:17][c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"I[c:15]1[cH:14][c:10]([N+:11](=[O:12])[O-:13])[c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:25][cH:24]1.[CH:16]#[C:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1>>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([C:16]#[C:17][c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
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"reactionHash": "98f18d2e0774030a72b987085bc7baeea6fc2859bb135637f4cae64343ca49a6"
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"children": [
{
"id": "10143",
"routeId": "sa_5ea3ef60bc04a2964c90ff6a",
"moleculeId": "sa_28fc2c826d3ad9c0d10fd7b4",
"parentId": "10142",
"isLeaf": true,
"molecule": {
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"inchikey": "UEXCJVNBTNXOEH-UHFFFAOYSA-N",
"smiles": "C#Cc1ccccc1"
},
"smiles": "C#Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "10144",
"routeId": "sa_5ea3ef60bc04a2964c90ff6a",
"moleculeId": "sa_20335fd1c03096feae48e0d4",
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"molecule": {
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"inchikey": "YJHGAFUPACBMDJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ccc(I)cc1[N+](=O)[O-]"
},
"smiles": "CC(C)(C)OC(=O)Nc1ccc(I)cc1[N+](=O)[O-]",
"reactionStepId": "sa_9f488f914764fdee0a77b248",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030092677A1;0092;73838\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([I:16])[cH:17][cH:18]1>CCC(C)=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([I:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([I:16])[cH:17][cH:18]1>CCC(C)=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([I:16])[cH:17][cH:18]1\"}",
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"children": [
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"molecule": {
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"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
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{
"id": "10146",
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"molecule": {
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"inchikey": "QVCRSYXVWPPBFJ-UHFFFAOYSA-N",
"smiles": "Nc1ccc(I)cc1[N+](=O)[O-]"
},
"smiles": "Nc1ccc(I)cc1[N+](=O)[O-]",
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},
{
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"molecule": {
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"inchikey": "QPODRURMCNUBJK-UHFFFAOYSA-N",
"smiles": "Cc1cn(-c2cccc(C(=O)CC(=O)OC(C)(C)C)c2)c(C)n1"
},
"smiles": "Cc1cn(-c2cccc(C(=O)CC(=O)OC(C)(C)C)c2)c(C)n1",
"reactionStepId": "sa_ce41e8c8a9f2003a0e9ff1d1",
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"metadata": "{\"annotations\":{\"ID\":\"US20030092677A1;0342;73944\",\"rsmi\":\"CCO[C:10]([c:9]1[cH:8][cH:7][cH:6][c:5](-[n:4]2[cH:3][c:2]([CH3:1])[n:23][c:21]2[CH3:22])[cH:20]1)=[O:11].[CH3:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19]>[Li]>[CH3:1][c:2]1[cH:3][n:4](-[c:5]2[cH:6][cH:7][cH:8][c:9]([C:10](=[O:11])[CH2:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20]2)[c:21]([CH3:22])[n:23]1\"},\"mapped_reaction_smiles\":\"CCO[C:10]([c:9]1[cH:8][cH:7][cH:6][c:5](-[n:4]2[cH:3][c:2]([CH3:1])[n:23][c:21]2[CH3:22])[cH:20]1)=[O:11].[CH3:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19]>[Li]>[CH3:1][c:2]1[cH:3][n:4](-[c:5]2[cH:6][cH:7][cH:8][c:9]([C:10](=[O:11])[CH2:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20]2)[c:21]([CH3:22])[n:23]1\"}",
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{
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"isLeaf": true,
"molecule": {
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"smiles": "CCOC(=O)c1cccc(-n2cc(C)nc2C)c1"
},
"smiles": "CCOC(=O)c1cccc(-n2cc(C)nc2C)c1",
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},
{
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"molecule": {
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"smiles": "CC(=O)OC(C)(C)C"
},
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}
]
}
]
}
]
}
}