(5R,8S,11R,12S,15S,18S,19S,22R)-8-[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-15-(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: e9f88e61-1e67-45f4-89e3-ec45b9c6973c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-8-[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-15-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CC2=CC=C(C=C2)O)C(=O)O)C)CC(C)C)C=CC(=CC(C)C(CC3=CC=CC=C3)OC)C
• SMILES (Isomeric): C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CC2=CC=C(C=C2)O)C(=O)O)C)CC(C)C)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC)/C
• InChI: InChI=1S/C52H71N7O13/c1-28(2)24-40-49(66)54-38(21-16-29(3)25-30(4)42(72-10)27-35-14-12-11-13-15-35)31(5)45(62)55-39(51(68)69)22-23-43(61)59(9)34(8)48(65)53-33(7)47(64)57-41(26-36-17-19-37(60)20-18-36)50(67)58-44(52(70)71)32(6)46(63)56-40/h11-21,25,28,30-33,38-42,44,60H,8,22-24,26-27H2,1-7,9-10H3,(H,53,65)(H,54,66)(H,55,62)(H,56,63)(H,57,64)(H,58,67)(H,68,69)(H,70,71)/b21-16+,29-25+/t30-,31-,32-,33+,38-,39+,40-,41-,42-,44+/m0/s1
• InChI Key: ULVKNPZLIDQRTH-WSTSHCHISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₁N₇O₁₃
• Molecular Weight: 1002.20 g/mol
• Exact Mass: 1001.51098534 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

• DTXSID701334748

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5878	58.78%
Caco-2	-	0.8644	86.44%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.8233	82.33%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8789	87.89%
BSEP inhibitior	+	0.9024	90.24%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	+	0.8603	86.03%
CYP3A4 substrate	+	0.7373	73.73%
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	+	0.7843	78.43%
CYP inhibitory promiscuity	-	0.6115	61.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6705	67.05%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5264	52.64%
skin sensitisation	-	0.8631	86.31%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8415	84.15%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	+	0.7764	77.64%
Androgen receptor binding	+	0.7707	77.07%
Thyroid receptor binding	+	0.6394	63.94%
Glucocorticoid receptor binding	+	0.6811	68.11%
Aromatase binding	+	0.5781	57.81%
PPAR gamma	+	0.7841	78.41%
Honey bee toxicity	-	0.6678	66.78%
Biodegradation	-	0.7750	77.50%
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	99.98%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.28%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.68%	91.71%
CHEMBL4072	P07858	Cathepsin B	96.38%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.34%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.61%	90.93%
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	92.73%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.92%	91.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	91.51%	97.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.46%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.28%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.87%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.79%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	87.97%	94.75%
CHEMBL1255126	O15151	Protein Mdm4	87.54%	90.20%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.52%	89.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.21%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.08%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.77%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	83.92%	91.49%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.84%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.58%	90.71%
CHEMBL2535	P11166	Glucose transporter	81.28%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.09%	89.44%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683865
• LOTUS: LTS0265812
• wikiData: Q104246613