3-Hydroxy-4-(2-methylpropyl)pyrrolo[2,3-c]quinoline

Details

• Internal ID: d984e9b2-539d-4648-ac36-b4adc3998dfa
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Pyrroloquinolines
• IUPAC Name: 3-hydroxy-4-(2-methylpropyl)pyrrolo[2,3-c]quinoline
• SMILES (Canonical): CC(C)CC1=NC2=CC=CC=C2C3=C1N(C=C3)O
• SMILES (Isomeric): CC(C)CC1=NC2=CC=CC=C2C3=C1N(C=C3)O
• InChI: InChI=1S/C15H16N2O/c1-10(2)9-14-15-12(7-8-17(15)18)11-5-3-4-6-13(11)16-14/h3-8,10,18H,9H2,1-2H3
• InChI Key: LYDHICJEEQQDAM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆N₂O
• Molecular Weight: 240.30 g/mol
• Exact Mass: 240.126263138 g/mol
• Topological Polar Surface Area (TPSA): 38.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	+	0.7858	78.58%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8032	80.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6569	65.69%
BSEP inhibitior	-	0.5124	51.24%
P-glycoprotein inhibitior	-	0.9466	94.66%
P-glycoprotein substrate	-	0.8663	86.63%
CYP3A4 substrate	-	0.5754	57.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7924	79.24%
CYP3A4 inhibition	-	0.7122	71.22%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.7084	70.84%
CYP2D6 inhibition	-	0.8057	80.57%
CYP1A2 inhibition	+	0.6618	66.18%
CYP2C8 inhibition	-	0.6407	64.07%
CYP inhibitory promiscuity	-	0.6528	65.28%
UGT catelyzed	+	0.5159	51.59%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4903	49.03%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.7273	72.73%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9200	92.00%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4174	41.74%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.8012	80.12%
skin sensitisation	-	0.8027	80.27%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7745	77.45%
Acute Oral Toxicity (c)	III	0.6007	60.07%
Estrogen receptor binding	+	0.8318	83.18%
Androgen receptor binding	+	0.7779	77.79%
Thyroid receptor binding	+	0.7157	71.57%
Glucocorticoid receptor binding	+	0.8280	82.80%
Aromatase binding	+	0.5245	52.45%
PPAR gamma	+	0.5698	56.98%
Honey bee toxicity	-	0.9558	95.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7484	74.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.03%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.47%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.65%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.69%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.37%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.08%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	83.80%	89.63%
CHEMBL1781	P11387	DNA topoisomerase I	83.76%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.83%	91.11%
CHEMBL2885	P07451	Carbonic anhydrase III	82.24%	87.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.25%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54583213
• LOTUS: LTS0258777
• wikiData: Q105159237