Cryptolepinoic acid

Details

• Internal ID: 5e314c4d-9b95-4060-b2bb-74c6fda0fbb8
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Indoloquinolines
• IUPAC Name: 5-methylindolo[3,2-b]quinoline-11-carboxylic acid
• SMILES (Canonical): CN1C2=CC=CC=C2C(=C3C1=C4C=CC=CC4=N3)C(=O)O
• SMILES (Isomeric): CN1C2=CC=CC=C2C(=C3C1=C4C=CC=CC4=N3)C(=O)O
• InChI: InChI=1S/C17H12N2O2/c1-19-13-9-5-3-7-11(13)14(17(20)21)15-16(19)10-6-2-4-8-12(10)18-15/h2-9H,1H3,(H,20,21)
• InChI Key: DPPRYNPDEDQLAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂N₂O₂
• Molecular Weight: 276.29 g/mol
• Exact Mass: 276.089877630 g/mol
• Topological Polar Surface Area (TPSA): 55.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.6925	69.25%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7538	75.38%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9572	95.72%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7819	78.19%
BSEP inhibitior	-	0.5105	51.05%
P-glycoprotein inhibitior	-	0.8589	85.89%
P-glycoprotein substrate	-	0.9330	93.30%
CYP3A4 substrate	-	0.5251	52.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9292	92.92%
CYP3A4 inhibition	-	0.6320	63.20%
CYP2C9 inhibition	-	0.9141	91.41%
CYP2C19 inhibition	-	0.9192	91.92%
CYP2D6 inhibition	-	0.7552	75.52%
CYP1A2 inhibition	-	0.5780	57.80%
CYP2C8 inhibition	-	0.7901	79.01%
CYP inhibitory promiscuity	-	0.8214	82.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5504	55.04%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.6942	69.42%
Skin irritation	-	0.6896	68.96%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7984	79.84%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7324	73.24%
skin sensitisation	-	0.9232	92.32%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4496	44.96%
Acute Oral Toxicity (c)	III	0.5354	53.54%
Estrogen receptor binding	+	0.6278	62.78%
Androgen receptor binding	+	0.6479	64.79%
Thyroid receptor binding	+	0.5502	55.02%
Glucocorticoid receptor binding	+	0.9356	93.56%
Aromatase binding	+	0.7407	74.07%
PPAR gamma	+	0.7191	71.91%
Honey bee toxicity	-	0.9744	97.44%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.88%	95.56%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	93.73%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.92%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.46%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.63%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.18%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.46%	94.62%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	83.65%	96.47%
CHEMBL4040	P28482	MAP kinase ERK2	83.26%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.29%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.59%	94.42%

Plants that contains it

• Cryptolepis sanguinolenta
• Wisteria brachybotrys

Cross-Links

• PubChem: 10016283
• NPASS: NPC16138
• LOTUS: LTS0005244
• wikiData: Q104986649