Methyl 6-methyl-20-oxo-8-azapentacyclo[11.5.1.15,8.02,10.016,19]icosa-1,3,13(19)-triene-17-carboxylate

Details

• Internal ID: fa6a9078-7d24-4391-9057-fed1524c7823
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > N-alkylpyrrolidines
• IUPAC Name: methyl 6-methyl-20-oxo-8-azapentacyclo[11.5.1.15,8.02,10.016,19]icosa-1,3,13(19)-triene-17-carboxylate
• InChI: InChI=1S/C22H27NO3/c1-12-10-23-11-14-4-3-13-5-6-17-19(22(25)26-2)9-18(20(13)17)16(14)8-7-15(12)21(23)24/h7-8,12,14-15,17,19H,3-6,9-11H2,1-2H3
• InChI Key: ASXMVBHXTSDEQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇NO₃
• Molecular Weight: 353.50 g/mol
• Exact Mass: 353.19909372 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9623	96.23%
Caco-2	+	0.7435	74.35%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5624	56.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8026	80.26%
P-glycoprotein inhibitior	-	0.6151	61.51%
P-glycoprotein substrate	-	0.5383	53.83%
CYP3A4 substrate	+	0.6344	63.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.7652	76.52%
CYP2C19 inhibition	-	0.7350	73.50%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.5778	57.78%
CYP2C8 inhibition	-	0.7386	73.86%
CYP inhibitory promiscuity	-	0.9323	93.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9572	95.72%
Eye irritation	-	0.9774	97.74%
Skin irritation	-	0.7649	76.49%
Skin corrosion	-	0.9099	90.99%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3834	38.34%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6574	65.74%
skin sensitisation	-	0.8400	84.00%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6349	63.49%
Acute Oral Toxicity (c)	III	0.5798	57.98%
Estrogen receptor binding	+	0.6464	64.64%
Androgen receptor binding	+	0.6583	65.83%
Thyroid receptor binding	-	0.5585	55.85%
Glucocorticoid receptor binding	+	0.7493	74.93%
Aromatase binding	-	0.7063	70.63%
PPAR gamma	-	0.7330	73.30%
Honey bee toxicity	-	0.9021	90.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8796	87.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.96%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.97%	87.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.59%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	88.32%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.88%	90.71%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.17%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.44%	94.33%
CHEMBL4072	P07858	Cathepsin B	82.04%	93.67%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.86%	95.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.37%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.60%	97.09%

Plants that contains it

• Daphniphyllum himalense

Cross-Links

• PubChem: 75069157
• LOTUS: LTS0142663
• wikiData: Q104918157