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Lennoxamine

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 5c8cd77e-24a0-4792-a263-c15004eb2d0a
Taxonomy Organoheterocyclic compounds > Benzazepines
IUPAC Name 7,8-dimethoxy-17,19-dioxa-11-azapentacyclo[12.7.0.03,11.04,9.016,20]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-10-one
SMILES (Canonical) COC1=C(C2=C(C=C1)C3CC4=CC5=C(C=C4CCN3C2=O)OCO5)OC
SMILES (Isomeric) COC1=C(C2=C(C=C1)C3CC4=CC5=C(C=C4CCN3C2=O)OCO5)OC
InChI InChI=1S/C20H19NO5/c1-23-15-4-3-13-14-7-12-9-17-16(25-10-26-17)8-11(12)5-6-21(14)20(22)18(13)19(15)24-2/h3-4,8-9,14H,5-7,10H2,1-2H3
InChI Key GIVXYHGHGFITPJ-UHFFFAOYSA-N
Popularity 26 references in papers

Physical and Chemical Properties

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Molecular Formula C20H19NO5
Molecular Weight 353.40 g/mol
Exact Mass 353.12632271 g/mol
Topological Polar Surface Area (TPSA) 57.20 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.73
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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95530-38-4
EKT38NF7FQ
UNII-EKT38NF7FQ
5,6,12b,13-Tetrahydro-9,10-dimethoxy-8H-1,3-dioxolo(4,5-H)isoindolo(1,2-b)(3)benzazepin-8-one
7,8-dimethoxy-17,19-dioxa-11-azapentacyclo[12.7.0.03,11.04,9.016,20]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-10-one
8H-1,3-Dioxolo(4,5-H)isoindolo(1,2-b)(3)benzazepin-8-one, 5,6,12b,13-tetrahydro-9,10-dimethoxy-
8H-1,3-Dioxolo[4,5-h]isoindolo[1,2-b][3]benzazepin-8-one, 5,6,12b,13-tetrahydro-9,10-dimethoxy-
DTXSID20448602
Q621936

2D Structure

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2D Structure of Lennoxamine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9737 97.37%
Caco-2 + 0.8429 84.29%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5632 56.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9430 94.30%
OATP1B3 inhibitior + 0.9441 94.41%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8133 81.33%
P-glycoprotein inhibitior + 0.6131 61.31%
P-glycoprotein substrate - 0.7975 79.75%
CYP3A4 substrate + 0.6107 61.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8044 80.44%
CYP3A4 inhibition + 0.8321 83.21%
CYP2C9 inhibition - 0.6991 69.91%
CYP2C19 inhibition + 0.7461 74.61%
CYP2D6 inhibition - 0.6135 61.35%
CYP1A2 inhibition + 0.5478 54.78%
CYP2C8 inhibition - 0.7488 74.88%
CYP inhibitory promiscuity + 0.7339 73.39%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5817 58.17%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9533 95.33%
Skin irritation - 0.8163 81.63%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4293 42.93%
Micronuclear + 0.6600 66.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8585 85.85%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5475 54.75%
Acute Oral Toxicity (c) III 0.6659 66.59%
Estrogen receptor binding + 0.8256 82.56%
Androgen receptor binding + 0.5967 59.67%
Thyroid receptor binding + 0.5272 52.72%
Glucocorticoid receptor binding + 0.8276 82.76%
Aromatase binding - 0.7413 74.13%
PPAR gamma + 0.5519 55.19%
Honey bee toxicity - 0.8754 87.54%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9131 91.31%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 97.51% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.46% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.79% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.69% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.92% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.83% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.54% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 93.11% 83.82%
CHEMBL1902 P62942 FK506-binding protein 1A 91.32% 97.05%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.81% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.75% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.91% 85.14%
CHEMBL2056 P21728 Dopamine D1 receptor 88.82% 91.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.61% 89.00%
CHEMBL261 P00915 Carbonic anhydrase I 87.58% 96.76%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 86.19% 96.86%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.18% 92.62%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 86.13% 82.67%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.77% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.24% 95.89%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 85.09% 100.00%
CHEMBL2535 P11166 Glucose transporter 84.94% 98.75%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.86% 82.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.85% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.60% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.07% 99.23%
CHEMBL217 P14416 Dopamine D2 receptor 80.71% 95.62%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.40% 95.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.02% 97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Berberis darwinii

Cross-Links

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PubChem 10926251
LOTUS LTS0009929
wikiData Q621936