methyl (1R,3R,4R,10R,14S,15R,18R,19R)-18,19-dihydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-7(20),16-diene-3-carboxylate

Details

• Internal ID: d8ccc8af-b22f-44f9-a40d-672fb254f324
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl (1R,3R,4R,10R,14S,15R,18R,19R)-18,19-dihydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-7(20),16-diene-3-carboxylate
• InChI: InChI=1S/C22H29NO4/c1-12-10-23-11-14-5-3-13-4-6-15-16(19(24)27-2)9-20(18(13)15)21(14,25)8-7-17(12)22(20,23)26/h7-8,12,14-17,25-26H,3-6,9-11H2,1-2H3/t12-,14-,15-,16-,17-,20-,21-,22-/m1/s1
• InChI Key: IXFSPGZELAMORT-IKSHQBJXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₉NO₄
• Molecular Weight: 371.50 g/mol
• Exact Mass: 371.20965841 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 5
• 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	+	0.8266	82.66%
Caco-2	+	0.6716	67.16%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6359	63.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6426	64.26%
P-glycoprotein inhibitior	-	0.8705	87.05%
P-glycoprotein substrate	-	0.5319	53.19%
CYP3A4 substrate	+	0.6864	68.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.9679	96.79%
CYP2C9 inhibition	-	0.8385	83.85%
CYP2C19 inhibition	-	0.8366	83.66%
CYP2D6 inhibition	-	0.8914	89.14%
CYP1A2 inhibition	-	0.8064	80.64%
CYP2C8 inhibition	-	0.6829	68.29%
CYP inhibitory promiscuity	-	0.8591	85.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5021	50.21%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9481	94.81%
Skin irritation	-	0.7568	75.68%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4207	42.07%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.8438	84.38%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4522	45.22%
Acute Oral Toxicity (c)	III	0.5491	54.91%
Estrogen receptor binding	+	0.8293	82.93%
Androgen receptor binding	+	0.7593	75.93%
Thyroid receptor binding	+	0.5823	58.23%
Glucocorticoid receptor binding	+	0.7548	75.48%
Aromatase binding	+	0.5588	55.88%
PPAR gamma	-	0.6272	62.72%
Honey bee toxicity	-	0.8113	81.13%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8402	84.02%

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	98.40%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.27%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.07%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	88.30%	83.82%
CHEMBL2581	P07339	Cathepsin D	87.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.02%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	84.84%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.68%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.76%	95.56%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.45%	94.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.41%	97.25%
CHEMBL1871	P10275	Androgen Receptor	81.61%	96.43%

Plants that contains it

• Daphniphyllum himalense

Cross-Links

• PubChem: 42642886
• LOTUS: LTS0128009
• wikiData: Q105122125