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(+)-Malbrancheamide C

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 62552539-856c-40d8-9ccd-ff24616cd5c5
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Pyrroloquinolines
IUPAC Name (1S,13S,15S)-7-bromo-12,12-dimethyl-10,19,21-triazahexacyclo[13.5.2.01,13.03,11.04,9.015,19]docosa-3(11),4(9),5,7-tetraen-22-one
SMILES (Canonical) CC1(C2CC34CCCN3CC2(CC5=C1NC6=C5C=CC(=C6)Br)NC4=O)C
SMILES (Isomeric) CC1([C@@H]2C[C@]34CCCN3C[C@@]2(CC5=C1NC6=C5C=CC(=C6)Br)NC4=O)C
InChI InChI=1S/C21H24BrN3O/c1-19(2)16-10-21-6-3-7-25(21)11-20(16,24-18(21)26)9-14-13-5-4-12(22)8-15(13)23-17(14)19/h4-5,8,16,23H,3,6-7,9-11H2,1-2H3,(H,24,26)/t16-,20+,21-/m0/s1
InChI Key LMABZAWQQDGLLN-DQLDELGASA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24BrN3O
Molecular Weight 414.30 g/mol
Exact Mass 413.11027 g/mol
Topological Polar Surface Area (TPSA) 48.10 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.49
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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(5aS,12aS,13aS)-9-bromo-12,12-dimethyl-2,3,11,12,12a,13-hexahydro-1H,5H,6H-5a,13a-(epiminomethano)indolizino[7,6-b]carbazol-14-one
Malbrancheamide C
OZA

2D Structure

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2D Structure of (+)-Malbrancheamide C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9919 99.19%
Caco-2 + 0.4949 49.49%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Lysosomes 0.7060 70.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8908 89.08%
OATP1B3 inhibitior + 0.9428 94.28%
MATE1 inhibitior - 0.6479 64.79%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.5074 50.74%
P-glycoprotein inhibitior - 0.6360 63.60%
P-glycoprotein substrate + 0.5254 52.54%
CYP3A4 substrate + 0.6442 64.42%
CYP2C9 substrate - 0.8097 80.97%
CYP2D6 substrate - 0.6682 66.82%
CYP3A4 inhibition + 0.6977 69.77%
CYP2C9 inhibition - 0.5557 55.57%
CYP2C19 inhibition - 0.5504 55.04%
CYP2D6 inhibition + 0.5745 57.45%
CYP1A2 inhibition + 0.5093 50.93%
CYP2C8 inhibition - 0.6189 61.89%
CYP inhibitory promiscuity + 0.6455 64.55%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6745 67.45%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9939 99.39%
Skin irritation - 0.7591 75.91%
Skin corrosion - 0.9203 92.03%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8969 89.69%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8423 84.23%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8729 87.29%
Acute Oral Toxicity (c) III 0.5577 55.77%
Estrogen receptor binding + 0.8806 88.06%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding + 0.6574 65.74%
Glucocorticoid receptor binding + 0.6080 60.80%
Aromatase binding + 0.8056 80.56%
PPAR gamma + 0.6477 64.77%
Honey bee toxicity - 0.8071 80.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9067 90.67%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.35% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 98.92% 93.40%
CHEMBL2581 P07339 Cathepsin D 96.66% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.61% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL240 Q12809 HERG 96.34% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.58% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.52% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 93.20% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.61% 92.94%
CHEMBL284 P27487 Dipeptidyl peptidase IV 92.27% 95.69%
CHEMBL220 P22303 Acetylcholinesterase 90.71% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.79% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.36% 89.00%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 86.71% 90.71%
CHEMBL255 P29275 Adenosine A2b receptor 86.68% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.42% 94.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.26% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.18% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.95% 93.04%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.42% 88.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.30% 93.99%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 84.82% 98.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.14% 90.24%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.83% 85.30%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.80% 94.78%
CHEMBL2535 P11166 Glucose transporter 82.35% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.23% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 82.08% 91.49%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 82.00% 95.53%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.64% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.38% 93.03%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.53% 85.49%

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.
There are no matching plants.

Cross-Links

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PubChem 53468725
LOTUS LTS0159456
wikiData Q75062133