6-Chloro-2-methylpyrido[3,4-b]indole

Details

• Internal ID: 368af35e-94ff-4309-82de-5b86895be1c5
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 6-chloro-2-methylpyrido[3,4-b]indole
• SMILES (Canonical): CN1C=CC2=C3C=C(C=CC3=NC2=C1)Cl
• SMILES (Isomeric): CN1C=CC2=C3C=C(C=CC3=NC2=C1)Cl
• InChI: InChI=1S/C12H9ClN2/c1-15-5-4-9-10-6-8(13)2-3-11(10)14-12(9)7-15/h2-7H,1H3
• InChI Key: RGQUDRQSJYJYAQ-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₉ClN₂
• Molecular Weight: 216.66 g/mol
• Exact Mass: 216.0454260 g/mol
• Topological Polar Surface Area (TPSA): 17.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.8445	84.45%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5086	50.86%
OATP2B1 inhibitior	-	0.8658	86.58%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5319	53.19%
BSEP inhibitior	+	0.7668	76.68%
P-glycoprotein inhibitior	-	0.9799	97.99%
P-glycoprotein substrate	-	0.8718	87.18%
CYP3A4 substrate	-	0.5166	51.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	+	0.6048	60.48%
CYP2C9 inhibition	-	0.5436	54.36%
CYP2C19 inhibition	+	0.6299	62.99%
CYP2D6 inhibition	-	0.5905	59.05%
CYP1A2 inhibition	+	0.6796	67.96%
CYP2C8 inhibition	-	0.5996	59.96%
CYP inhibitory promiscuity	+	0.8688	86.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8355	83.55%
Carcinogenicity (trinary)	Non-required	0.5493	54.93%
Eye corrosion	-	0.9059	90.59%
Eye irritation	-	0.5882	58.82%
Skin irritation	-	0.5377	53.77%
Skin corrosion	-	0.8101	81.01%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6493	64.93%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7029	70.29%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5501	55.01%
Acute Oral Toxicity (c)	III	0.5552	55.52%
Estrogen receptor binding	+	0.9659	96.59%
Androgen receptor binding	+	0.5507	55.07%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.9059	90.59%
Aromatase binding	+	0.8577	85.77%
PPAR gamma	+	0.6933	69.33%
Honey bee toxicity	-	0.9462	94.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.8000	80.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.00%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	91.40%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	88.67%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.59%	96.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.07%	92.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.68%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	85.57%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.59%	94.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.37%	97.31%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.60%	86.92%
CHEMBL2047	Q96RI1	Bile acid receptor FXR	80.38%	96.10%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.19%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11953565
• LOTUS: LTS0141286
• wikiData: Q105236009