Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc2nccc(-c3ccc(CCNCc4ccc5c(n4)NC(=O)CS5)cn3)c2n1
InChiKey
UZLBCGZTYPLEFO-UHFFFAOYSA-N
Route Signature
7011231507d92bd1c06fac53e1a49d7491bce824e8a8317cb675137afa2abdf4
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5d9cfea863bbe760c60bea01",
"signature": "7011231507d92bd1c06fac53e1a49d7491bce824e8a8317cb675137afa2abdf4",
"contentHash": "57710269f0d58d1702a1fe215b3dea152e63d8aed840c054993d71bdfae7af87",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_1f49da672480b55a10833714",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01121",
"moleculeId": "sa_df81376e335ee862b72804ac",
"smiles": "COc1ccc2nccc(-c3ccc(CCNCc4ccc5c(n4)NC(=O)CS5)cn3)c2n1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_df81376e335ee862b72804ac",
"inchikey": "UZLBCGZTYPLEFO-UHFFFAOYSA-N",
"smiles": "COc1ccc2nccc(-c3ccc(CCNCc4ccc5c(n4)NC(=O)CS5)cn3)c2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9949",
"routeId": "sa_5d9cfea863bbe760c60bea01",
"moleculeId": "sa_df81376e335ee862b72804ac",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_df81376e335ee862b72804ac",
"inchikey": "UZLBCGZTYPLEFO-UHFFFAOYSA-N",
"smiles": "COc1ccc2nccc(-c3ccc(CCNCc4ccc5c(n4)NC(=O)CS5)cn3)c2n1"
},
"smiles": "COc1ccc2nccc(-c3ccc(CCNCc4ccc5c(n4)NC(=O)CS5)cn3)c2n1",
"reactionStepId": "sa_01475d9ef8843765e78ad8b1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070004710A1;0180;419129\",\"rsmi\":\"O=[CH:18][c:19]1[n:20][c:21]2[c:22]([cH:23][cH:24]1)[S:25][CH2:26][C:27](=[O:28])[NH:29]2.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][CH2:16][NH2:17])[cH:30][n:31]3)[c:32]2[n:33]1>CCO.ClCCl.O=S(=O)(O)O.B.[Na+].[Na+].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][CH2:16][NH:17][CH2:18][c:19]4[n:20][c:21]5[c:22]([cH:23][cH:24]4)[S:25][CH2:26][C:27](=[O:28])[NH:29]5)[cH:30][n:31]3)[c:32]2[n:33]1\"},\"mapped_reaction_smiles\":\"O=[CH:18][c:19]1[n:20][c:21]2[c:22]([cH:23][cH:24]1)[S:25][CH2:26][C:27](=[O:28])[NH:29]2.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][CH2:16][NH2:17])[cH:30][n:31]3)[c:32]2[n:33]1>CCO.ClCCl.O=S(=O)(O)O.B.[Na+].[Na+].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][CH2:16][NH:17][CH2:18][c:19]4[n:20][c:21]5[c:22]([cH:23][cH:24]4)[S:25][CH2:26][C:27](=[O:28])[NH:29]5)[cH:30][n:31]3)[c:32]2[n:33]1\"}",
"reactionStep": {
"id": "sa_01475d9ef8843765e78ad8b1",
"reactionHash": "5766123db6a73fd80e8410dad19121b8acb2a2a72724c8b19049fd625a284b8c"
},
"children": [
{
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"routeId": "sa_5d9cfea863bbe760c60bea01",
"moleculeId": "sa_f9e0ecdc9d95d72f10dcdb56",
"parentId": "9949",
"isLeaf": false,
"molecule": {
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"inchikey": "BFLNFGLXTWIZSH-UHFFFAOYSA-N",
"smiles": "COc1ccc2nccc(-c3ccc(CCN)cn3)c2n1"
},
"smiles": "COc1ccc2nccc(-c3ccc(CCN)cn3)c2n1",
"reactionStepId": "sa_5c31266eb0c1395dfd48e14b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070004710A1;0179;419128\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][C:16]#[N:17])[cH:18][n:19]3)[c:20]2[n:21]1>B.C1CCOC1.C1CCOC1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][CH2:16][NH2:17])[cH:18][n:19]3)[c:20]2[n:21]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][C:16]#[N:17])[cH:18][n:19]3)[c:20]2[n:21]1>B.C1CCOC1.C1CCOC1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][CH2:16][NH2:17])[cH:18][n:19]3)[c:20]2[n:21]1\"}",
"reactionStep": {
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"reactionHash": "dc0bd98e5bce38d3f3d3219d8e831a668471afb3981f875e3ce497ac7edf019e"
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"moleculeId": "sa_eb13a08db7804e7a71a7b69c",
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"isLeaf": false,
"molecule": {
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"inchikey": "VPRLODMDCJOONC-UHFFFAOYSA-N",
"smiles": "COc1ccc2nccc(-c3ccc(CC#N)cn3)c2n1"
},
"smiles": "COc1ccc2nccc(-c3ccc(CC#N)cn3)c2n1",
"reactionStepId": "sa_b27215054fe3fd8b37a890f1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070004710A1;0178;419127\",\"rsmi\":\"Br[CH2:15][c:14]1[cH:13][cH:12][c:11](-[c:10]2[cH:9][cH:8][n:7][c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[n:21][c:20]32)[n:19][cH:18]1.[CH:16]#[N:17]>CCO.O.[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][C:16]#[N:17])[cH:18][n:19]3)[c:20]2[n:21]1\"},\"mapped_reaction_smiles\":\"Br[CH2:15][c:14]1[cH:13][cH:12][c:11](-[c:10]2[cH:9][cH:8][n:7][c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[n:21][c:20]32)[n:19][cH:18]1.[CH:16]#[N:17]>CCO.O.[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[cH:12][cH:13][c:14]([CH2:15][C:16]#[N:17])[cH:18][n:19]3)[c:20]2[n:21]1\"}",
"reactionStep": {
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"molecule": {
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"inchikey": "FXYCEEGLMDGDII-UHFFFAOYSA-N",
"smiles": "COc1ccc2nccc(-c3ccc(CBr)cn3)c2n1"
},
"smiles": "COc1ccc2nccc(-c3ccc(CBr)cn3)c2n1",
"reactionStepId": "sa_2a970bc333446b45827608ac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070004710A1;0177;419126\",\"rsmi\":\"O=C1CCC(=O)N1[Br:12].[CH3:1][O:2][c:3]1[n:4][c:5]2[c:6](-[c:7]3[n:8][cH:9][c:10]([CH3:11])[cH:13][cH:14]3)[cH:15][cH:16][n:17][c:18]2[cH:19][cH:20]1>ClC(Cl)(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][O:2][c:3]1[n:4][c:5]2[c:6](-[c:7]3[n:8][cH:9][c:10]([CH2:11][Br:12])[cH:13][cH:14]3)[cH:15][cH:16][n:17][c:18]2[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:12].[CH3:1][O:2][c:3]1[n:4][c:5]2[c:6](-[c:7]3[n:8][cH:9][c:10]([CH3:11])[cH:13][cH:14]3)[cH:15][cH:16][n:17][c:18]2[cH:19][cH:20]1>ClC(Cl)(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][O:2][c:3]1[n:4][c:5]2[c:6](-[c:7]3[n:8][cH:9][c:10]([CH2:11][Br:12])[cH:13][cH:14]3)[cH:15][cH:16][n:17][c:18]2[cH:19][cH:20]1\"}",
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"children": [
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"molecule": {
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"smiles": "COc1ccc2nccc(-c3ccc(C)cn3)c2n1"
},
"smiles": "COc1ccc2nccc(-c3ccc(C)cn3)c2n1",
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{
"id": "9954",
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"molecule": {
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"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
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{
"id": "9955",
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"molecule": {
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"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
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"smiles": "C#N",
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{
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"molecule": {
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"inchikey": "VEPGNAIYGRUSIA-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc2c(n1)NC(=O)CS2"
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"smiles": "O=Cc1ccc2c(n1)NC(=O)CS2",
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"metadata": "{\"annotations\":{\"ID\":\"US20070004710A1;0142;419104\",\"rsmi\":\"[OH:1][CH2:2][c:3]1[n:4][c:5]2[c:6]([cH:7][cH:8]1)[S:9][CH2:10][C:11](=[O:12])[NH:13]2>C1CCOC1.ClCCl.[Mn+4].[O-2].[O-2]>[O:1]=[CH:2][c:3]1[n:4][c:5]2[c:6]([cH:7][cH:8]1)[S:9][CH2:10][C:11](=[O:12])[NH:13]2\"},\"mapped_reaction_smiles\":\"[OH:1][CH2:2][c:3]1[n:4][c:5]2[c:6]([cH:7][cH:8]1)[S:9][CH2:10][C:11](=[O:12])[NH:13]2>C1CCOC1.ClCCl.[Mn+4].[O-2].[O-2]>[O:1]=[CH:2][c:3]1[n:4][c:5]2[c:6]([cH:7][cH:8]1)[S:9][CH2:10][C:11](=[O:12])[NH:13]2\"}",
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}
}