[(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-(3-methylbutanoylamino)propanoate

Details

• Internal ID: 01849f62-363a-4d4b-9794-b463fbca5734
• 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-(3-methylbutanoylamino)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)CC(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)CC(C)C
• InChI: InChI=1S/C34H48N2O8/c1-21(2)17-30(38)35-24(5)34(42)44-29-16-11-9-7-8-10-15-27(43-6)20-31(39)36-28-19-26(37)18-25(33(28)41)14-12-13-22(3)32(40)23(29)4/h7-11,13,15,18-19,21,23-24,27,29,32,37,40-41H,12,14,16-17,20H2,1-6H3,(H,35,38)(H,36,39)/b8-7+,11-9+,15-10+,22-13+/t23-,24-,27+,29+,32+/m1/s1
• InChI Key: HUUPADRNVAFGEB-IJJRSTSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈N₂O₈
• Molecular Weight: 612.80 g/mol
• Exact Mass: 612.34106649 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8688	86.88%
Caco-2	-	0.8240	82.40%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	+	0.7178	71.78%
OATP1B1 inhibitior	+	0.8258	82.58%
OATP1B3 inhibitior	+	0.9088	90.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8822	88.22%
BSEP inhibitior	+	0.9003	90.03%
P-glycoprotein inhibitior	+	0.7858	78.58%
P-glycoprotein substrate	+	0.7706	77.06%
CYP3A4 substrate	+	0.7299	72.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.7444	74.44%
CYP2C9 inhibition	-	0.7438	74.38%
CYP2C19 inhibition	-	0.7695	76.95%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.7860	78.60%
CYP2C8 inhibition	+	0.7042	70.42%
CYP inhibitory promiscuity	-	0.8935	89.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8911	89.11%
Carcinogenicity (trinary)	Non-required	0.6428	64.28%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.7937	79.37%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7235	72.35%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6549	65.49%
skin sensitisation	-	0.8664	86.64%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8072	80.72%
Acute Oral Toxicity (c)	III	0.6310	63.10%
Estrogen receptor binding	+	0.7564	75.64%
Androgen receptor binding	+	0.7649	76.49%
Thyroid receptor binding	+	0.5330	53.30%
Glucocorticoid receptor binding	+	0.7692	76.92%
Aromatase binding	+	0.5247	52.47%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.6952	69.52%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8955	89.55%

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	99.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.17%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.86%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	97.48%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.05%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.95%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.80%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.44%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.30%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.53%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.53%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	87.84%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.66%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.33%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.84%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	85.56%	95.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.38%	96.95%
CHEMBL2535	P11166	Glucose transporter	85.05%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.20%	94.73%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.82%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.63%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.38%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.20%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.95%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.79%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.87%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.24%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190961
• LOTUS: LTS0142532
• wikiData: Q105034050