[(5R,6E,8E,10Z,13S,14S,15R,16E)-15,22,24-trihydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-azabicyclo[18.3.1]tetracosa-1(23),6,8,10,16,20(24),21-heptaen-13-yl] (2R)-2-(cyclohexene-1-carbonylamino)propanoate

Details

• Internal ID: d8d8cc81-f966-4449-9083-1a39f23828a4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: [(5R,6E,8E,10Z,13S,14S,15R,16E)-15,22,24-trihydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-azabicyclo[18.3.1]tetracosa-1(23),6,8,10,16,20(24),21-heptaen-13-yl] (2R)-2-(cyclohexene-1-carbonylamino)propanoate
• InChI: InChI=1S/C36H48N2O8/c1-23-14-13-17-27-20-28(39)21-30(34(27)42)38-32(40)22-29(45-4)18-11-6-5-7-12-19-31(24(2)33(23)41)46-36(44)25(3)37-35(43)26-15-9-8-10-16-26/h5-7,11-12,14-15,18,20-21,24-25,29,31,33,39,41-42H,8-10,13,16-17,19,22H2,1-4H3,(H,37,43)(H,38,40)/b6-5+,12-7-,18-11+,23-14+/t24-,25-,29+,31+,33+/m1/s1
• InChI Key: SGUFCVVYQXHUGM-ZMIYUIMMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈N₂O₈
• Molecular Weight: 636.80 g/mol
• Exact Mass: 636.34106649 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8532	85.32%
Caco-2	-	0.8365	83.65%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7638	76.38%
OATP2B1 inhibitior	+	0.5740	57.40%
OATP1B1 inhibitior	+	0.8277	82.77%
OATP1B3 inhibitior	+	0.9108	91.08%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8322	83.22%
BSEP inhibitior	+	0.8704	87.04%
P-glycoprotein inhibitior	+	0.7948	79.48%
P-glycoprotein substrate	+	0.7547	75.47%
CYP3A4 substrate	+	0.7271	72.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	-	0.8002	80.02%
CYP2C9 inhibition	-	0.7972	79.72%
CYP2C19 inhibition	-	0.7840	78.40%
CYP2D6 inhibition	-	0.9067	90.67%
CYP1A2 inhibition	-	0.7690	76.90%
CYP2C8 inhibition	+	0.7125	71.25%
CYP inhibitory promiscuity	-	0.9208	92.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9311	93.11%
Carcinogenicity (trinary)	Non-required	0.6321	63.21%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.7864	78.64%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7755	77.55%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6554	65.54%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8726	87.26%
Acute Oral Toxicity (c)	III	0.5881	58.81%
Estrogen receptor binding	+	0.7865	78.65%
Androgen receptor binding	+	0.7847	78.47%
Thyroid receptor binding	+	0.5336	53.36%
Glucocorticoid receptor binding	+	0.7694	76.94%
Aromatase binding	-	0.5092	50.92%
PPAR gamma	+	0.7002	70.02%
Honey bee toxicity	-	0.6539	65.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9547	95.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.13%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.09%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.73%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.11%	90.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.05%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	91.92%	89.63%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.50%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.74%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	89.14%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.71%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.54%	96.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.46%	99.15%
CHEMBL217	P14416	Dopamine D2 receptor	86.95%	95.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.65%	96.47%
CHEMBL2535	P11166	Glucose transporter	86.60%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.20%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.61%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.01%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.46%	95.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.17%	85.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.76%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.79%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.42%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	81.41%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.02%	85.11%
CHEMBL4072	P07858	Cathepsin B	80.78%	93.67%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.56%	91.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.40%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.35%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162955445
• LOTUS: LTS0149641
• wikiData: Q105252628