7-hydroxy-19-[(1S)-1-hydroxyethyl]-3,13,17-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one

Details

• Internal ID: ff5714fa-0afc-451b-9d23-d3598020801f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 7-hydroxy-19-[(1S)-1-hydroxyethyl]-3,13,17-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one
• InChI: InChI=1S/C20H17N3O3/c1-10(24)15-8-21-9-16-13(15)7-18-19-12(4-5-23(18)20(16)26)14-6-11(25)2-3-17(14)22-19/h2-3,6-10,22,24-25H,4-5H2,1H3/t10-/m0/s1
• InChI Key: PUVMSXKEPGXEHQ-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₇N₃O₃
• Molecular Weight: 347.40 g/mol
• Exact Mass: 347.12699141 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	-	0.5864	58.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9355	93.55%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5133	51.33%
BSEP inhibitior	+	0.6618	66.18%
P-glycoprotein inhibitior	-	0.8360	83.60%
P-glycoprotein substrate	+	0.5190	51.90%
CYP3A4 substrate	+	0.6066	60.66%
CYP2C9 substrate	-	0.7830	78.30%
CYP2D6 substrate	-	0.8187	81.87%
CYP3A4 inhibition	+	0.5104	51.04%
CYP2C9 inhibition	-	0.8590	85.90%
CYP2C19 inhibition	-	0.9100	91.00%
CYP2D6 inhibition	-	0.6232	62.32%
CYP1A2 inhibition	+	0.5718	57.18%
CYP2C8 inhibition	+	0.4739	47.39%
CYP inhibitory promiscuity	+	0.6723	67.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6429	64.29%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9650	96.50%
Skin irritation	-	0.8369	83.69%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8508	85.08%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.9181	91.81%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8284	82.84%
Acute Oral Toxicity (c)	III	0.4512	45.12%
Estrogen receptor binding	+	0.7916	79.16%
Androgen receptor binding	-	0.5372	53.72%
Thyroid receptor binding	+	0.7381	73.81%
Glucocorticoid receptor binding	+	0.8792	87.92%
Aromatase binding	+	0.6720	67.20%
PPAR gamma	+	0.6619	66.19%
Honey bee toxicity	-	0.8911	89.11%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.6330	63.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.80%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	98.69%	93.40%
CHEMBL2581	P07339	Cathepsin D	98.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.63%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.34%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	95.10%	98.59%
CHEMBL2535	P11166	Glucose transporter	94.85%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.76%	90.08%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.12%	93.10%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.57%	88.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	92.39%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.22%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.00%	89.00%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	89.21%	99.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.58%	99.23%
CHEMBL1781	P11387	DNA topoisomerase I	86.90%	97.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.51%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.23%	95.89%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	82.95%	85.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.44%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	81.02%	94.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.24%	93.65%

Plants that contains it

• Nauclea officinalis

Cross-Links

• PubChem: 162843988
• LOTUS: LTS0037816
• wikiData: Q105215305