[(5R,6E,8E,10E,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-(2-methylpropanoylamino)propanoate

Details

• Internal ID: d0eb39f4-d08b-4744-8286-55f850af62b6
• 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,10E,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-(2-methylpropanoylamino)propanoate
• SMILES (Canonical): CC1C(CC=CC=CC=CC(CC(=O)NC2=CC(=CC(=C2O)CCC=C(C1O)C)O)OC)OC(=O)C(C)NC(=O)C(C)C
• SMILES (Isomeric): C[C@@H]1[C@H](C/C=C/C=C/C=C/[C@@H](CC(=O)NC2=CC(=CC(=C2O)CC/C=C(/[C@@H]1O)\C)O)OC)OC(=O)[C@@H](C)NC(=O)C(C)C
• InChI: InChI=1S/C33H46N2O8/c1-20(2)32(40)34-23(5)33(41)43-28-16-11-9-7-8-10-15-26(42-6)19-29(37)35-27-18-25(36)17-24(31(27)39)14-12-13-21(3)30(38)22(28)4/h7-11,13,15,17-18,20,22-23,26,28,30,36,38-39H,12,14,16,19H2,1-6H3,(H,34,40)(H,35,37)/b8-7+,11-9+,15-10+,21-13+/t22-,23-,26+,28+,30+/m1/s1
• InChI Key: USZBZEBESAPYHG-PTAMWMRPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₆N₂O₈
• Molecular Weight: 598.70 g/mol
• Exact Mass: 598.32541643 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.46
• 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	+	0.8568	85.68%
Caco-2	-	0.7877	78.77%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	+	0.7153	71.53%
OATP1B1 inhibitior	+	0.8497	84.97%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8822	88.22%
BSEP inhibitior	+	0.9096	90.96%
P-glycoprotein inhibitior	+	0.8121	81.21%
P-glycoprotein substrate	+	0.7382	73.82%
CYP3A4 substrate	+	0.7223	72.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.8795	87.95%
CYP2C9 inhibition	-	0.7701	77.01%
CYP2C19 inhibition	-	0.8121	81.21%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.7826	78.26%
CYP2C8 inhibition	+	0.6928	69.28%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8937	89.37%
Carcinogenicity (trinary)	Non-required	0.6461	64.61%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9436	94.36%
Skin irritation	-	0.7935	79.35%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8174	81.74%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8718	87.18%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7435	74.35%
Acute Oral Toxicity (c)	III	0.6150	61.50%
Estrogen receptor binding	+	0.7592	75.92%
Androgen receptor binding	+	0.7669	76.69%
Thyroid receptor binding	+	0.5752	57.52%
Glucocorticoid receptor binding	+	0.7825	78.25%
Aromatase binding	+	0.5450	54.50%
PPAR gamma	+	0.7065	70.65%
Honey bee toxicity	-	0.6959	69.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8100	81.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.62%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.88%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	96.67%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.11%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	90.90%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.80%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.76%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.24%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.34%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.71%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.31%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.53%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.18%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.57%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.98%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.23%	96.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.49%	85.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.14%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.79%	99.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.47%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.38%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.15%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.05%	100.00%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	80.68%	94.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.23%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190560
• LOTUS: LTS0119747
• wikiData: Q105278615