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

Details

• Internal ID: e66c9061-7582-4754-818d-76d704f823dc
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[(4-hydroxyphenyl)methyl]-18-[(5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,12,19-trimethyl-2-methylidene-5,8-bis(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• InChI: InChI=1S/C55H77N7O13/c1-30(2)25-42-51(68)60-43(26-31(3)4)53(70)61-47(55(73)74)35(8)49(66)58-44(28-38-18-20-39(63)21-19-38)52(69)56-40(22-17-32(5)27-33(6)45(75-11)29-37-15-13-12-14-16-37)34(7)48(65)57-41(54(71)72)23-24-46(64)62(10)36(9)50(67)59-42/h12-22,27,30-31,33-35,40-45,47,63H,9,23-26,28-29H2,1-8,10-11H3,(H,56,69)(H,57,65)(H,58,66)(H,59,67)(H,60,68)(H,61,70)(H,71,72)(H,73,74)/t33-,34-,35-,40-,41+,42+,43-,44-,45-,47+/m0/s1
• InChI Key: ANDKUSLFYHFLNO-ZKHHVNLBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₇₇N₇O₁₃
• Molecular Weight: 1044.20 g/mol
• Exact Mass: 1043.55793554 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5878	58.78%
Caco-2	-	0.8652	86.52%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.8338	83.38%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8789	87.89%
BSEP inhibitior	+	0.9083	90.83%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.8522	85.22%
CYP3A4 substrate	+	0.7317	73.17%
CYP2C9 substrate	+	0.5742	57.42%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	+	0.7861	78.61%
CYP2C9 inhibition	-	0.7005	70.05%
CYP2C19 inhibition	-	0.6526	65.26%
CYP2D6 inhibition	-	0.8840	88.40%
CYP1A2 inhibition	-	0.8144	81.44%
CYP2C8 inhibition	+	0.7614	76.14%
CYP inhibitory promiscuity	-	0.6115	61.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7024	70.24%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8631	86.31%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8648	86.48%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	+	0.7983	79.83%
Androgen receptor binding	+	0.7753	77.53%
Thyroid receptor binding	+	0.6143	61.43%
Glucocorticoid receptor binding	+	0.6773	67.73%
Aromatase binding	+	0.5896	58.96%
PPAR gamma	+	0.7948	79.48%
Honey bee toxicity	-	0.6794	67.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9766	97.66%

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	99.99%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.29%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.34%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.61%	90.93%
CHEMBL4072	P07858	Cathepsin B	94.59%	93.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.80%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.29%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.51%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.86%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.58%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.19%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.87%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.20%	89.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.49%	97.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.11%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.04%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.28%	94.75%
CHEMBL3837	P07711	Cathepsin L	85.25%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.10%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.00%	97.14%
CHEMBL1255126	O15151	Protein Mdm4	83.51%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.82%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.50%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.23%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.58%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.58%	93.99%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.90%	89.44%
CHEMBL340	P08684	Cytochrome P450 3A4	80.54%	91.19%
CHEMBL2535	P11166	Glucose transporter	80.23%	98.75%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.14%	92.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590009
• LOTUS: LTS0137775
• wikiData: Q104915077