methyl 3-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propanoate

Details

• Internal ID: 62752b51-dad9-4bb1-962b-45188f99fafe
• Taxonomy: Alkaloids and derivatives > Daphniphylline-type alkaloids
• IUPAC Name: methyl 3-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propanoate
• SMILES (Canonical): CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC(=O)OC)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@H]3CC[C@]45CCC[C@H]4[C@]2([C@H]1N5C3)CCC(=O)OC)C
• InChI: InChI=1S/C23H37NO2/c1-15(2)17-8-11-21(3)16-7-12-22-10-5-6-18(22)23(21,13-9-19(25)26-4)20(17)24(22)14-16/h15-18,20H,5-14H2,1-4H3/t16-,17-,18-,20+,21+,22-,23+/m1/s1
• InChI Key: NTGCSTZYSQEIFW-KRCCOEDOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₇NO₂
• Molecular Weight: 359.50 g/mol
• Exact Mass: 359.282429423 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.65
• 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	+	0.9641	96.41%
Caco-2	+	0.7198	71.98%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6864	68.64%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.4593	45.93%
P-glycoprotein inhibitior	-	0.7907	79.07%
P-glycoprotein substrate	-	0.5734	57.34%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.6565	65.65%
CYP3A4 inhibition	-	0.8096	80.96%
CYP2C9 inhibition	-	0.8190	81.90%
CYP2C19 inhibition	-	0.7587	75.87%
CYP2D6 inhibition	-	0.6658	66.58%
CYP1A2 inhibition	-	0.8162	81.62%
CYP2C8 inhibition	-	0.7493	74.93%
CYP inhibitory promiscuity	-	0.8666	86.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6425	64.25%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.7332	73.32%
Skin irritation	-	0.7474	74.74%
Skin corrosion	-	0.8419	84.19%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6472	64.72%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	-	0.8236	82.36%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8291	82.91%
Acute Oral Toxicity (c)	III	0.6298	62.98%
Estrogen receptor binding	+	0.8569	85.69%
Androgen receptor binding	+	0.7303	73.03%
Thyroid receptor binding	+	0.5626	56.26%
Glucocorticoid receptor binding	+	0.7818	78.18%
Aromatase binding	+	0.7573	75.73%
PPAR gamma	+	0.5241	52.41%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8625	86.25%

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	97.96%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.75%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.33%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.11%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	92.95%	83.82%
CHEMBL4072	P07858	Cathepsin B	92.05%	93.67%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.80%	95.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.38%	97.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.09%	94.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.05%	97.47%
CHEMBL2581	P07339	Cathepsin D	87.92%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.21%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.87%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.43%	93.03%
CHEMBL4073	P09237	Matrix metalloproteinase 7	86.01%	97.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.61%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.56%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.52%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.38%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.96%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.52%	91.11%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.05%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.60%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.20%	96.61%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.94%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.77%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.67%	91.07%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.43%	99.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.90%	95.58%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.56%	95.36%
CHEMBL1871	P10275	Androgen Receptor	81.51%	96.43%
CHEMBL340	P08684	Cytochrome P450 3A4	81.04%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	80.34%	92.50%

Plants that contains it

• Daphniphyllum calycinum
• Daphniphyllum pentandrum
• Daphniphyllum subverticillatum

Cross-Links

• PubChem: 102058172
• LOTUS: LTS0000390
• wikiData: Q104399829