1H-Pyrido[3,4-b]indol-5-ol, 2,3,4,9-tetrahydro-

Details

• Internal ID: f1ac73fe-1e97-4a98-9beb-ff31a97fd077
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-5-ol
• SMILES (Canonical): C1CNCC2=C1C3=C(N2)C=CC=C3O
• SMILES (Isomeric): C1CNCC2=C1C3=C(N2)C=CC=C3O
• InChI: InChI=1S/C11H12N2O/c14-10-3-1-2-8-11(10)7-4-5-12-6-9(7)13-8/h1-3,12-14H,4-6H2
• InChI Key: ONTDFHSCYDCHGT-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂N₂O
• Molecular Weight: 188.23 g/mol
• Exact Mass: 188.094963011 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 1H,2H,3H,4H,9H-PYRIDO[3,4-B]INDOL-5-OL
• 1H-Pyrido[3,4-b]indol-5-ol, 2,3,4,9-tetrahydro-
• DTXSID40438868
• EN300-1116924

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.7069	70.69%
Blood Brain Barrier	+	0.8417	84.17%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5090	50.90%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.9545	95.45%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8883	88.83%
P-glycoprotein inhibitior	-	0.9728	97.28%
P-glycoprotein substrate	-	0.8615	86.15%
CYP3A4 substrate	-	0.6184	61.84%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	+	0.4698	46.98%
CYP3A4 inhibition	-	0.9748	97.48%
CYP2C9 inhibition	-	0.9367	93.67%
CYP2C19 inhibition	-	0.8955	89.55%
CYP2D6 inhibition	+	0.8537	85.37%
CYP1A2 inhibition	+	0.6650	66.50%
CYP2C8 inhibition	-	0.8654	86.54%
CYP inhibitory promiscuity	-	0.8791	87.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7213	72.13%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.7099	70.99%
Skin irritation	-	0.6632	66.32%
Skin corrosion	-	0.9042	90.42%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5172	51.72%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8341	83.41%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8312	83.12%
Acute Oral Toxicity (c)	III	0.5652	56.52%
Estrogen receptor binding	+	0.6323	63.23%
Androgen receptor binding	+	0.5504	55.04%
Thyroid receptor binding	-	0.5251	52.51%
Glucocorticoid receptor binding	-	0.7349	73.49%
Aromatase binding	-	0.5897	58.97%
PPAR gamma	+	0.7331	73.31%
Honey bee toxicity	-	0.9376	93.76%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.8045	80.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.34%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.10%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.09%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.08%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.01%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.72%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.40%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.89%	93.40%
CHEMBL2535	P11166	Glucose transporter	85.68%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	84.99%	94.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.67%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.62%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.33%	89.00%

Plants that contains it

• Peganum harmala

Cross-Links

• PubChem: 10375218
• LOTUS: LTS0017396
• wikiData: Q82254706