(5R,10S)-5,16-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.013,16]heptadec-1-en-14-one

Details

• Internal ID: 29172d14-d6a7-4342-8ddb-1ad59f744658
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives
• IUPAC Name: (5R,10S)-5,16-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.013,16]heptadec-1-en-14-one
• InChI: InChI=1S/C20H31NO3/c1-12-5-6-14-7-8-16-18(23)21-17(20(16,24)19(14,3)4)11-13(2)10-15(22)9-12/h11,13-16,22,24H,1,5-10H2,2-4H3,(H,21,23)/t13?,14-,15+,16?,20?/m1/s1
• InChI Key: XOASOLHOOJVMAH-FFOGIURMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₁NO₃
• Molecular Weight: 333.50 g/mol
• Exact Mass: 333.23039385 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.5888	58.88%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6924	69.24%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7272	72.72%
P-glycoprotein inhibitior	-	0.8589	85.89%
P-glycoprotein substrate	+	0.5248	52.48%
CYP3A4 substrate	+	0.6214	62.14%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	-	0.9404	94.04%
CYP2C9 inhibition	-	0.7133	71.33%
CYP2C19 inhibition	-	0.6852	68.52%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.7173	71.73%
CYP2C8 inhibition	-	0.6877	68.77%
CYP inhibitory promiscuity	-	0.5886	58.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5452	54.52%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9836	98.36%
Skin irritation	-	0.7183	71.83%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5551	55.51%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5426	54.26%
skin sensitisation	-	0.8117	81.17%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7633	76.33%
Acute Oral Toxicity (c)	III	0.4961	49.61%
Estrogen receptor binding	+	0.7275	72.75%
Androgen receptor binding	-	0.4845	48.45%
Thyroid receptor binding	+	0.6582	65.82%
Glucocorticoid receptor binding	+	0.7877	78.77%
Aromatase binding	+	0.6026	60.26%
PPAR gamma	-	0.5256	52.56%
Honey bee toxicity	-	0.8824	88.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9364	93.64%

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	96.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.76%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.32%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.61%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.78%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.42%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.18%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	82.22%	97.05%
CHEMBL217	P14416	Dopamine D2 receptor	81.81%	95.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.80%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.69%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.53%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162821749
• LOTUS: LTS0231805
• wikiData: Q105337652