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Malbrancheamide

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 ec389aab-ed92-4de1-8576-80e29fa039de
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Pyrroloquinolines
IUPAC Name (1S,13S,15S)-6,7-dichloro-12,12-dimethyl-10,19,21-triazahexacyclo[13.5.2.01,13.03,11.04,9.015,19]docosa-3(11),4,6,8-tetraen-22-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H23Cl2N3O/c1-19(2)16-9-21-4-3-5-26(21)10-20(16,25-18(21)27)8-12-11-6-13(22)14(23)7-15(11)24-17(12)19/h6-7,16,24H,3-5,8-10H2,1-2H3,(H,25,27)/t16-,20+,21-/m0/s1
InChI Key GZGGCZADGIBRHT-DQLDELGASA-N
Popularity 14 references in papers

Physical and Chemical Properties

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Molecular Formula C21H23Cl2N3O
Molecular Weight 404.30 g/mol
Exact Mass 403.1218178 g/mol
Topological Polar Surface Area (TPSA) 48.10 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.03
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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(1S,13S,15S)-6,7-dichloro-12,12-dimethyl-10,19,21-triazahexacyclo[13.5.2.01,13.03,11.04,9.015,19]docosa-3(11),4,6,8-tetraen-22-one
(1S,13S,15S)-6,7-dichloro-12,12-dimethyl-10,19,21-triazahexacyclo(13.5.2.01,13.03,11.04,9.015,19)docosa-3(11),4,6,8-tetraen-22-one
RefChem:155373
CHEMBL508749
(+)-malbrancheamide
(5aS,12aS,13aS)-8,9-dichloro-12,12-dimethyl-2,3,11,12,12a,13-hexahydro-1H,5H,6H-5a,13a-(epiminomethano)indolizino[7,6-b]carbazol-14-one
SCHEMBL9942106
CHEBI:204248
BDBM50540272
J6P

2D Structure

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2D Structure of Malbrancheamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 - 0.6161 61.61%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Lysosomes 0.6220 62.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8814 88.14%
OATP1B3 inhibitior + 0.9418 94.18%
MATE1 inhibitior - 0.6879 68.79%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.6351 63.51%
P-glycoprotein inhibitior - 0.5815 58.15%
P-glycoprotein substrate - 0.5316 53.16%
CYP3A4 substrate + 0.6561 65.61%
CYP2C9 substrate - 0.8097 80.97%
CYP2D6 substrate - 0.6817 68.17%
CYP3A4 inhibition + 0.7600 76.00%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.6270 62.70%
CYP2D6 inhibition + 0.5817 58.17%
CYP1A2 inhibition - 0.5169 51.69%
CYP2C8 inhibition - 0.7013 70.13%
CYP inhibitory promiscuity + 0.7387 73.87%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6637 66.37%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9942 99.42%
Skin irritation - 0.7417 74.17%
Skin corrosion - 0.9206 92.06%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9240 92.40%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8432 84.32%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6487 64.87%
Acute Oral Toxicity (c) III 0.5237 52.37%
Estrogen receptor binding + 0.8547 85.47%
Androgen receptor binding + 0.7032 70.32%
Thyroid receptor binding + 0.7076 70.76%
Glucocorticoid receptor binding + 0.6646 66.46%
Aromatase binding + 0.8058 80.58%
PPAR gamma + 0.6922 69.22%
Honey bee toxicity - 0.7711 77.11%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9298 92.98%

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 99.53% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.96% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.61% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.47% 97.25%
CHEMBL284 P27487 Dipeptidyl peptidase IV 95.58% 95.69%
CHEMBL2581 P07339 Cathepsin D 94.67% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 94.51% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.68% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.64% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.40% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.85% 97.09%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 89.79% 95.34%
CHEMBL255 P29275 Adenosine A2b receptor 88.85% 98.59%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.06% 90.24%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 87.71% 90.71%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.68% 94.78%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 85.81% 98.00%
CHEMBL238 Q01959 Dopamine transporter 85.81% 95.88%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.75% 92.94%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.28% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.12% 94.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.48% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.29% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.92% 100.00%
CHEMBL222 P23975 Norepinephrine transporter 81.77% 96.06%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.64% 93.03%
CHEMBL4208 P20618 Proteasome component C5 81.62% 90.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.21% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.83% 86.33%
CHEMBL3384 Q16512 Protein kinase N1 80.83% 80.71%
CHEMBL4302 P08183 P-glycoprotein 1 80.71% 92.98%
CHEMBL3012 Q13946 Phosphodiesterase 7A 80.43% 99.29%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.39% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.30% 89.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.03% 95.56%

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 11553183
LOTUS LTS0224599
wikiData Q76421679