Cabucraline

Details

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Internal ID 6ab254ea-8c49-4211-86a0-fecee2b6cbae
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name methyl (13Z)-13-ethylidene-5-methoxy-8-methyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2(7),3,5-triene-18-carboxylate
SMILES (Canonical) CC=C1CN2CCC34C(C1CC2C3N(C5=C4C=CC(=C5)OC)C)C(=O)OC
SMILES (Isomeric) C/C=C/1\CN2CCC34C(C1CC2C3N(C5=C4C=CC(=C5)OC)C)C(=O)OC
InChI InChI=1S/C22H28N2O3/c1-5-13-12-24-9-8-22-16-7-6-14(26-3)10-17(16)23(2)20(22)18(24)11-15(13)19(22)21(25)27-4/h5-7,10,15,18-20H,8-9,11-12H2,1-4H3/b13-5+
InChI Key YNZQTHCMRFWODK-WLRTZDKTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28N2O3
Molecular Weight 368.50 g/mol
Exact Mass 368.20999276 g/mol
Topological Polar Surface Area (TPSA) 42.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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CABUCRALINE
NSC-374524

2D Structure

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2D Structure of Cabucraline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9717 97.17%
Caco-2 + 0.9005 90.05%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7121 71.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8829 88.29%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9011 90.11%
P-glycoprotein inhibitior + 0.7414 74.14%
P-glycoprotein substrate + 0.6881 68.81%
CYP3A4 substrate + 0.6574 65.74%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate + 0.3507 35.07%
CYP3A4 inhibition - 0.5826 58.26%
CYP2C9 inhibition - 0.8506 85.06%
CYP2C19 inhibition - 0.8419 84.19%
CYP2D6 inhibition + 0.7496 74.96%
CYP1A2 inhibition - 0.5885 58.85%
CYP2C8 inhibition - 0.6792 67.92%
CYP inhibitory promiscuity - 0.5981 59.81%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6162 61.62%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9901 99.01%
Skin irritation - 0.7864 78.64%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8559 85.59%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5851 58.51%
skin sensitisation - 0.8481 84.81%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7503 75.03%
Acute Oral Toxicity (c) III 0.6142 61.42%
Estrogen receptor binding + 0.8325 83.25%
Androgen receptor binding + 0.7412 74.12%
Thyroid receptor binding + 0.6403 64.03%
Glucocorticoid receptor binding + 0.7593 75.93%
Aromatase binding + 0.5209 52.09%
PPAR gamma - 0.5535 55.35%
Honey bee toxicity - 0.8181 81.81%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9659 96.59%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.09% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.56% 95.56%
CHEMBL4208 P20618 Proteasome component C5 95.46% 90.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 92.63% 97.53%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.45% 91.11%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.56% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.67% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.47% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.49% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 84.41% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.35% 91.07%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.10% 90.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.65% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.96% 95.89%
CHEMBL2535 P11166 Glucose transporter 82.61% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.33% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.64% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.88% 100.00%

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.
Alstonia angustifolia
Alstonia balansae
Alstonia coriacea
Alstonia sphaerocapitata

Cross-Links

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PubChem 5477999
LOTUS LTS0182299
wikiData Q104396761