[(6E,8E,10E,16Z)-15,28-dihydroxy-5-methoxy-14,16-dimethyl-3,24-dioxo-22-thia-2,25-diazatricyclo[18.7.1.021,26]octacosa-1(27),6,8,10,16,20(28),21(26)-heptaen-13-yl] 2-(cyclohexanecarbonylamino)propanoate

Details

• Internal ID: 0ce289fe-277e-45db-a535-0644f2299379
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(6E,8E,10E,16Z)-15,28-dihydroxy-5-methoxy-14,16-dimethyl-3,24-dioxo-22-thia-2,25-diazatricyclo[18.7.1.021,26]octacosa-1(27),6,8,10,16,20(28),21(26)-heptaen-13-yl] 2-(cyclohexanecarbonylamino)propanoate
• InChI: InChI=1S/C38H51N3O8S/c1-23-14-13-18-28-35(45)29(21-30-36(28)50-22-33(43)41-30)40-32(42)20-27(48-4)17-11-6-5-7-12-19-31(24(2)34(23)44)49-38(47)25(3)39-37(46)26-15-9-8-10-16-26/h5-7,11-12,14,17,21,24-27,31,34,44-45H,8-10,13,15-16,18-20,22H2,1-4H3,(H,39,46)(H,40,42)(H,41,43)/b6-5+,12-7+,17-11+,23-14-
• InChI Key: FZQITFWYBUDNRH-MHVOAVBDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₁N₃O₈S
• Molecular Weight: 709.90 g/mol
• Exact Mass: 709.33968677 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.73
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• NSC-684419
• [(6E,8E,10E,16Z)-15,28-dihydroxy-5-methoxy-14,16-dimethyl-3,24-dioxo-22-thia-2,25-diazatricyclo[18.7.1.021,26]octacosa-1(27),6,8,10,16,20(28),21(26)-heptaen-13-yl] 2-(cyclohexanecarbonylamino)propanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7936	79.36%
Caco-2	-	0.8440	84.40%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7300	73.00%
OATP2B1 inhibitior	-	0.5620	56.20%
OATP1B1 inhibitior	+	0.8304	83.04%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.8646	86.46%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9859	98.59%
P-glycoprotein inhibitior	+	0.7709	77.09%
P-glycoprotein substrate	+	0.7497	74.97%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.8543	85.43%
CYP2C9 inhibition	-	0.7276	72.76%
CYP2C19 inhibition	-	0.6688	66.88%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.6823	68.23%
CYP2C8 inhibition	+	0.7367	73.67%
CYP inhibitory promiscuity	-	0.8896	88.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6087	60.87%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9300	93.00%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7185	71.85%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8607	86.07%
Acute Oral Toxicity (c)	III	0.5985	59.85%
Estrogen receptor binding	+	0.8473	84.73%
Androgen receptor binding	+	0.7949	79.49%
Thyroid receptor binding	+	0.5510	55.10%
Glucocorticoid receptor binding	+	0.7901	79.01%
Aromatase binding	+	0.5702	57.02%
PPAR gamma	+	0.7337	73.37%
Honey bee toxicity	-	0.7179	71.79%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9692	96.92%

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	99.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.81%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	98.28%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.97%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	95.76%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.63%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.55%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.72%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	92.23%	91.19%
CHEMBL2535	P11166	Glucose transporter	91.98%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.60%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.49%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.73%	89.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.08%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.54%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.16%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	86.98%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.98%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	85.16%	92.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.67%	92.88%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.14%	94.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.09%	90.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.92%	96.90%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.33%	97.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.19%	95.71%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.84%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.38%	89.00%
CHEMBL217	P14416	Dopamine D2 receptor	81.36%	95.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.41%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.15%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5469229
• LOTUS: LTS0124932
• wikiData: Q105106134