(1R,17S)-5,6-dihydroxy-17-methoxy-10-azatetracyclo[8.8.0.01,14.03,8]octadeca-3,5,7,14-tetraen-9-one

Details

• Internal ID: 4e0e70d2-053f-4ab5-a6a6-fa75b7dc67d1
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: (1R,17S)-5,6-dihydroxy-17-methoxy-10-azatetracyclo[8.8.0.01,14.03,8]octadeca-3,5,7,14-tetraen-9-one
• InChI: InChI=1S/C18H21NO4/c1-23-13-5-4-12-3-2-6-19-17(22)14-8-16(21)15(20)7-11(14)9-18(12,19)10-13/h4,7-8,13,20-21H,2-3,5-6,9-10H2,1H3/t13-,18+/m0/s1
• InChI Key: WXHIBTLDYRFPKW-SCLBCKFNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.14705815 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9465	94.65%
Caco-2	+	0.7075	70.75%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8618	86.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5784	57.84%
P-glycoprotein inhibitior	-	0.9032	90.32%
P-glycoprotein substrate	-	0.6112	61.12%
CYP3A4 substrate	+	0.6247	62.47%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8079	80.79%
CYP3A4 inhibition	-	0.9516	95.16%
CYP2C9 inhibition	-	0.8221	82.21%
CYP2C19 inhibition	-	0.7838	78.38%
CYP2D6 inhibition	-	0.7774	77.74%
CYP1A2 inhibition	-	0.6444	64.44%
CYP2C8 inhibition	-	0.8112	81.12%
CYP inhibitory promiscuity	-	0.8697	86.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5996	59.96%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8593	85.93%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4122	41.22%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5999	59.99%
skin sensitisation	-	0.8409	84.09%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5473	54.73%
Acute Oral Toxicity (c)	III	0.6088	60.88%
Estrogen receptor binding	+	0.7472	74.72%
Androgen receptor binding	+	0.5235	52.35%
Thyroid receptor binding	+	0.7012	70.12%
Glucocorticoid receptor binding	+	0.8438	84.38%
Aromatase binding	+	0.6935	69.35%
PPAR gamma	+	0.7093	70.93%
Honey bee toxicity	-	0.7592	75.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8560	85.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.82%	93.40%
CHEMBL2581	P07339	Cathepsin D	97.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.29%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.76%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.72%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.44%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.94%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.65%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.82%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.15%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.82%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.20%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.10%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.85%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.63%	93.03%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.28%	94.78%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.72%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.66%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.55%	91.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.61%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.55%	96.38%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.36%	95.53%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.24%	80.78%

Plants that contains it

• Cocculus hirsutus

Cross-Links

• PubChem: 163106500
• LOTUS: LTS0146194
• wikiData: Q105314630