Penipaline A

Details

• Internal ID: a38e1370-c6fa-4953-863a-ec1054b39cff
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (3S)-8-(3-methylbut-2-enyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
• InChI: InChI=1S/C17H20N2O2/c1-10(2)6-7-11-4-3-5-12-13-8-14(17(20)21)18-9-15(13)19-16(11)12/h3-6,14,18-19H,7-9H2,1-2H3,(H,20,21)/t14-/m0/s1
• InChI Key: VQSWVFALFFYCMJ-AWEZNQCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O₂
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.152477885 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.6242	62.42%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6532	65.32%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8227	82.27%
P-glycoprotein inhibitior	-	0.9178	91.78%
P-glycoprotein substrate	-	0.5110	51.10%
CYP3A4 substrate	+	0.5544	55.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7299	72.99%
CYP3A4 inhibition	-	0.9229	92.29%
CYP2C9 inhibition	-	0.7768	77.68%
CYP2C19 inhibition	-	0.7823	78.23%
CYP2D6 inhibition	-	0.7041	70.41%
CYP1A2 inhibition	-	0.5197	51.97%
CYP2C8 inhibition	-	0.7055	70.55%
CYP inhibitory promiscuity	-	0.8141	81.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7341	73.41%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9511	95.11%
Skin irritation	-	0.7682	76.82%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5741	57.41%
Micronuclear	+	0.6574	65.74%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8321	83.21%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8630	86.30%
Acute Oral Toxicity (c)	III	0.5743	57.43%
Estrogen receptor binding	+	0.7770	77.70%
Androgen receptor binding	+	0.5338	53.38%
Thyroid receptor binding	+	0.5664	56.64%
Glucocorticoid receptor binding	-	0.5177	51.77%
Aromatase binding	+	0.6741	67.41%
PPAR gamma	+	0.8523	85.23%
Honey bee toxicity	-	0.8973	89.73%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9235	92.35%

Targets

Proven Targets:

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	95.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.96%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.70%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.68%	90.17%
CHEMBL2535	P11166	Glucose transporter	88.22%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.27%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.11%	94.73%
CHEMBL255	P29275	Adenosine A2b receptor	85.84%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.40%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.89%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.73%	85.14%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.09%	96.39%
CHEMBL5028	O14672	ADAM10	83.96%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	83.51%	91.49%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.60%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586179
• LOTUS: LTS0114988
• wikiData: Q77500785