(5R,8S,11R,12S,15S,18S,19S,22R)-8-[2-(4-hydroxyphenyl)ethyl]-15-[3-(4-hydroxyphenyl)propyl]-18-[(5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

Details

• Internal ID: 01496eea-ac81-4acb-9801-53c3b928620f
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-8-[2-(4-hydroxyphenyl)ethyl]-15-[3-(4-hydroxyphenyl)propyl]-18-[(5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• InChI: InChI=1S/C58H75N7O14/c1-33(31-34(2)48(79-8)32-41-13-10-9-11-14-41)17-27-44-35(3)51(69)63-47(57(75)76)29-30-49(68)65(7)38(6)54(72)59-37(5)53(71)62-46(28-22-40-20-25-43(67)26-21-40)56(74)64-50(58(77)78)36(4)52(70)61-45(55(73)60-44)16-12-15-39-18-23-42(66)24-19-39/h9-11,13-14,17-21,23-27,31,34-37,44-48,50,66-67H,6,12,15-16,22,28-30,32H2,1-5,7-8H3,(H,59,72)(H,60,73)(H,61,70)(H,62,71)(H,63,69)(H,64,74)(H,75,76)(H,77,78)/t34-,35-,36-,37+,44-,45-,46-,47+,48-,50+/m0/s1
• InChI Key: NNMCUUKHSDLGJQ-YAPIVONPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₇₅N₇O₁₄
• Molecular Weight: 1094.30 g/mol
• Exact Mass: 1093.53720009 g/mol
• Topological Polar Surface Area (TPSA): 319.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6064	60.64%
Caco-2	-	0.8650	86.50%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8006	80.06%
OATP1B3 inhibitior	+	0.9075	90.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9039	90.39%
BSEP inhibitior	+	0.9112	91.12%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.8630	86.30%
CYP3A4 substrate	+	0.7429	74.29%
CYP2C9 substrate	+	0.5742	57.42%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	+	0.6789	67.89%
CYP2C9 inhibition	-	0.7096	70.96%
CYP2C19 inhibition	-	0.7024	70.24%
CYP2D6 inhibition	-	0.8735	87.35%
CYP1A2 inhibition	-	0.8092	80.92%
CYP2C8 inhibition	+	0.8005	80.05%
CYP inhibitory promiscuity	-	0.5714	57.14%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5860	58.60%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7246	72.46%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5514	55.14%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8732	87.32%
Acute Oral Toxicity (c)	III	0.5961	59.61%
Estrogen receptor binding	+	0.7442	74.42%
Androgen receptor binding	+	0.8020	80.20%
Thyroid receptor binding	+	0.6567	65.67%
Glucocorticoid receptor binding	+	0.6706	67.06%
Aromatase binding	+	0.6115	61.15%
PPAR gamma	+	0.7901	79.01%
Honey bee toxicity	-	0.6656	66.56%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9373	93.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.94%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.68%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.36%	91.71%
CHEMBL4072	P07858	Cathepsin B	96.60%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.70%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.58%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.77%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.13%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.73%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.94%	91.49%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.53%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.52%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.00%	97.64%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.83%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.22%	90.71%
CHEMBL233	P35372	Mu opioid receptor	85.70%	97.93%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.36%	97.33%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.48%	95.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.08%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	83.44%	90.20%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.90%	93.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.32%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.80%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.44%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590008
• LOTUS: LTS0120493
• wikiData: Q105182206