(1S,2R,4S,6S)-2,4-dihydroxy-4-methyl-13-azatetracyclo[7.7.0.01,6.02,13]hexadec-9-en-8-one

Details

• Internal ID: ed9b24a1-e123-4375-b66f-1456ef89221e
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: (1S,2R,4S,6S)-2,4-dihydroxy-4-methyl-13-azatetracyclo[7.7.0.01,6.02,13]hexadec-9-en-8-one
• InChI: InChI=1S/C16H23NO3/c1-14(19)9-11-8-13(18)12-4-2-6-17-7-3-5-15(11,12)16(17,20)10-14/h4,11,19-20H,2-3,5-10H2,1H3/t11-,14+,15+,16-/m1/s1
• InChI Key: NRCKHAVZPRFWJU-IPOQPSJVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₃NO₃
• Molecular Weight: 277.36 g/mol
• Exact Mass: 277.16779360 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.8645	86.45%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5402	54.02%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5817	58.17%
BSEP inhibitior	-	0.5856	58.56%
P-glycoprotein inhibitior	-	0.9486	94.86%
P-glycoprotein substrate	-	0.6511	65.11%
CYP3A4 substrate	+	0.5545	55.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.9630	96.30%
CYP2C9 inhibition	-	0.8587	85.87%
CYP2C19 inhibition	-	0.8152	81.52%
CYP2D6 inhibition	-	0.8718	87.18%
CYP1A2 inhibition	-	0.8714	87.14%
CYP2C8 inhibition	-	0.8947	89.47%
CYP inhibitory promiscuity	-	0.9335	93.35%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4796	47.96%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.6332	63.32%
Skin irritation	-	0.7424	74.24%
Skin corrosion	-	0.9124	91.24%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5824	58.24%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5356	53.56%
skin sensitisation	-	0.8373	83.73%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5764	57.64%
Acute Oral Toxicity (c)	III	0.5719	57.19%
Estrogen receptor binding	-	0.5761	57.61%
Androgen receptor binding	+	0.5671	56.71%
Thyroid receptor binding	+	0.5324	53.24%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5891	58.91%
PPAR gamma	-	0.6832	68.32%
Honey bee toxicity	-	0.8925	89.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5811	58.11%

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	96.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.88%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.31%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.56%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.16%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.87%	93.04%
CHEMBL4208	P20618	Proteasome component C5	88.35%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.62%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.76%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.11%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.10%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.95%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.80%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	81.04%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.40%	92.94%

Plants that contains it

• Lycopodium clavatum

Cross-Links

• PubChem: 102201782
• LOTUS: LTS0158115
• wikiData: Q105184358