(6R)-5-hydroxy-3-methyl-6-phenyl-5,6-dihydro-3-benzazocin-4-one

Details

• Internal ID: 4ab3cb35-b394-4bcf-ae60-38a657704e3d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzazocines
• IUPAC Name: (6R)-5-hydroxy-3-methyl-6-phenyl-5,6-dihydro-3-benzazocin-4-one
• InChI: InChI=1S/C18H17NO2/c1-19-12-11-13-7-5-6-10-15(13)16(17(20)18(19)21)14-8-3-2-4-9-14/h2-12,16-17,20H,1H3/t16-,17?/m1/s1
• InChI Key: VRSSZILNAITUII-TZHYSIJRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.30 g/mol
• Exact Mass: 279.125928785 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.9243	92.43%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.4311	43.11%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8814	88.14%
BSEP inhibitior	+	0.6821	68.21%
P-glycoprotein inhibitior	-	0.7735	77.35%
P-glycoprotein substrate	-	0.8612	86.12%
CYP3A4 substrate	-	0.5068	50.68%
CYP2C9 substrate	+	0.6009	60.09%
CYP2D6 substrate	-	0.7993	79.93%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	-	0.7897	78.97%
CYP2C19 inhibition	-	0.6376	63.76%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	+	0.5439	54.39%
CYP2C8 inhibition	-	0.8467	84.67%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5128	51.28%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8711	87.11%
Skin irritation	-	0.7504	75.04%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4930	49.30%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6506	65.06%
Nephrotoxicity	+	0.6643	66.43%
Acute Oral Toxicity (c)	III	0.6177	61.77%
Estrogen receptor binding	+	0.7133	71.33%
Androgen receptor binding	-	0.5427	54.27%
Thyroid receptor binding	-	0.6642	66.42%
Glucocorticoid receptor binding	+	0.6312	63.12%
Aromatase binding	+	0.7551	75.51%
PPAR gamma	+	0.5955	59.55%
Honey bee toxicity	-	0.9688	96.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.3783	37.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.30%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.18%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.92%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.00%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.66%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.92%	93.00%

Plants that contains it

• Clausena indica

Cross-Links

• PubChem: 163190561
• LOTUS: LTS0051521
• wikiData: Q105291939