methyl 3-[(1R,2R,3S,10S,12S,13R)-1-methyl-13-propan-2-yl-11-azapentacyclo[8.5.0.02,12.03,7.07,11]pentadecan-2-yl]propanoate

Details

• Internal ID: fb7af28c-ddba-4a00-aa72-41700be5ace0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 3-[(1R,2R,3S,10S,12S,13R)-1-methyl-13-propan-2-yl-11-azapentacyclo[8.5.0.02,12.03,7.07,11]pentadecan-2-yl]propanoate
• SMILES (Canonical): CC(C)C1CCC2(C3CCC45N3C1C2(C4CCC5)CCC(=O)OC)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@H]3CCC45N3[C@@H]1[C@@]2([C@@H]4CCC5)CCC(=O)OC)C
• InChI: InChI=1S/C22H35NO2/c1-14(2)15-7-11-20(3)17-8-12-21-10-5-6-16(21)22(20,19(15)23(17)21)13-9-18(24)25-4/h14-17,19H,5-13H2,1-4H3/t15-,16-,17+,19+,20+,21?,22+/m1/s1
• InChI Key: JJDIGTYMQXMRLK-ODAAGGADSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₂
• Molecular Weight: 345.50 g/mol
• Exact Mass: 345.266779359 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.7560	75.60%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5732	57.32%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8880	88.80%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.5536	55.36%
P-glycoprotein inhibitior	-	0.7798	77.98%
P-glycoprotein substrate	-	0.5961	59.61%
CYP3A4 substrate	+	0.6200	62.00%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.6565	65.65%
CYP3A4 inhibition	-	0.7899	78.99%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	-	0.7362	73.62%
CYP2D6 inhibition	-	0.7365	73.65%
CYP1A2 inhibition	-	0.8273	82.73%
CYP2C8 inhibition	-	0.7037	70.37%
CYP inhibitory promiscuity	-	0.8196	81.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6387	63.87%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.7074	70.74%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.8272	82.72%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6633	66.33%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6834	68.34%
skin sensitisation	-	0.8194	81.94%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8085	80.85%
Acute Oral Toxicity (c)	III	0.5980	59.80%
Estrogen receptor binding	+	0.8506	85.06%
Androgen receptor binding	+	0.7120	71.20%
Thyroid receptor binding	+	0.6034	60.34%
Glucocorticoid receptor binding	+	0.7932	79.32%
Aromatase binding	+	0.7494	74.94%
PPAR gamma	+	0.5370	53.70%
Honey bee toxicity	-	0.8616	86.16%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8818	88.18%

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	98.57%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.85%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.23%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.56%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.23%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.31%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.57%	91.03%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.54%	97.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	88.39%	92.12%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.16%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.18%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.68%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.12%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	85.62%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.60%	94.33%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	85.27%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.37%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.03%	96.38%
CHEMBL4072	P07858	Cathepsin B	83.43%	93.67%
CHEMBL233	P35372	Mu opioid receptor	83.18%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.84%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.83%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.72%	93.03%
CHEMBL5255	O00206	Toll-like receptor 4	82.59%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.54%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.49%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.16%	95.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.65%	95.36%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.62%	94.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.22%	95.71%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 102076506
• LOTUS: LTS0085691
• wikiData: Q104399828