2-Methylquinoline

Details

• Internal ID: 5be328ad-6bb8-484b-ac83-7a3db4862d49
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives
• IUPAC Name: 2-methylquinoline
• SMILES (Canonical): CC1=NC2=CC=CC=C2C=C1
• SMILES (Isomeric): CC1=NC2=CC=CC=C2C=C1
• InChI: InChI=1S/C10H9N/c1-8-6-7-9-4-2-3-5-10(9)11-8/h2-7H,1H3
• InChI Key: SMUQFGGVLNAIOZ-UHFFFAOYSA-N
• Popularity: 1,361 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉N
• Molecular Weight: 143.18 g/mol
• Exact Mass: 143.073499291 g/mol
• Topological Polar Surface Area (TPSA): 12.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Quinaldine
• 91-63-4
• Khinaldin
• Chinaldine
• Quinoline, 2-methyl-
• Methylquinoline
• 2-Methyl-quinoline
• 2-Methylchinolin
• CCRIS 1155
• NSC 3397
• EINECS 202-085-1
• BRN 0110309
• AI3-11528
• WLN: T66 BNJ C1
• CHEMBL194931
• DVG30M0M87
• DTXSID3040271
• NSC3397
• 5-20-07-00375 (Beilstein Handbook Reference)
• NSC-3397
• 27601-00-9
• 2-Methylchinolin [Czech]
• Quinoline, methyl-
• UNII-DVG30M0M87
• Quinaldine (8CI); 2-Methylquinoline; Khinaldin; NSC 3397
• 2-Methylquionoline
• alpha-Methylquinoline
• MFCD00006756
• SBB008939
• .alpha.-Methylquinoline
• DIMETHYLQUINOLINES
• Quinaldine, >=95%
• QUINALDINE [MI]
• LS-139877
• SCHEMBL56360
• Q2125_SIGMA
• SCHEMBL7411349
• DTXCID1020271
• 22550_FLUKA
• CHEBI:132813
• Quinaldine, >=95.0% (GC)
• AIDS020531
• HMS1783C21
• AIDS-020531
• AMY13901
• BCP21021
• Tox21_302026
• 2-Methylquinoline (ACD/Name 4.0)
• BDBM50159277
• ZINC01081286
• 2-Methylquinoline;Khinaldin;Chinaldine
• AKOS000119149
• AKOS016371196
• FS-4097
• 2-METHYL-QUINOLINE (QUINALDINE)
• CAS-91-63-4
• NCGC00188127-01
• NCGC00255440-01
• FT-0631440
• Q0005
• EN300-17415
• A26316
• Quinaldine, analytical standard, >=90% (GC)
• 2-Methylquinoline 100 microg/mL in Acetonitrile
• Q415376
• J-510102
• Z56926563
• F0001-2219
• InChI=1/C10H9N/c1-8-6-7-9-4-2-3-5-10(9)11-8/h2-7H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.7083	70.83%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Lysosomes	0.6679	66.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9515	95.15%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6660	66.60%
P-glycoprotein inhibitior	-	0.9870	98.70%
P-glycoprotein substrate	-	0.9704	97.04%
CYP3A4 substrate	-	0.6677	66.77%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.7400	74.00%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.6730	67.30%
CYP2C19 inhibition	+	0.8342	83.42%
CYP2D6 inhibition	-	0.7249	72.49%
CYP1A2 inhibition	+	0.8974	89.74%
CYP2C8 inhibition	-	0.7189	71.89%
CYP inhibitory promiscuity	-	0.7023	70.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.7083	70.83%
Eye corrosion	-	0.7732	77.32%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.8941	89.41%
Skin corrosion	-	0.9017	90.17%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5786	57.86%
Micronuclear	-	0.6482	64.82%
Hepatotoxicity	+	0.6824	68.24%
skin sensitisation	+	0.5476	54.76%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.5319	53.19%
Acute Oral Toxicity (c)	III	0.8381	83.81%
Estrogen receptor binding	-	0.7543	75.43%
Androgen receptor binding	-	0.7556	75.56%
Thyroid receptor binding	-	0.8043	80.43%
Glucocorticoid receptor binding	-	0.8626	86.26%
Aromatase binding	-	0.7683	76.83%
PPAR gamma	-	0.7909	79.09%
Honey bee toxicity	-	0.9694	96.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.8200	82.00%
Fish aquatic toxicity	-	0.5350	53.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	87.27%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.71%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.61%	95.56%
CHEMBL3959	P16083	Quinone reductase 2	86.12%	89.49%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	85.70%	85.49%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.41%	96.25%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.03%	93.65%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	82.75%	96.42%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.20%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.12%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.85%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	80.04%	92.97%

Plants that contains it

• Camellia sinensis
• Peganum harmala

Cross-Links

• PubChem: 7060
• LOTUS: LTS0003157
• wikiData: Q415376