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

Details

• Internal ID: 9e831c2f-59a1-4d23-9c02-d7c010f809f3
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2E,5R,8S,11R,15S,18S,19S,22R)-2-ethylidene-8,15-bis[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-5,19-dimethyl-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC=C1C(=O)NC(C(=O)NC(C(=O)NC(CC(=O)NC(C(=O)NC(C(C(=O)NC(CCC(=O)N1)C(=O)O)C)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C)CC3=CC=C(C=C3)O)C(=O)O)CC4=CC=C(C=C4)O)C
• SMILES (Isomeric): C/C=C/1\C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](CC(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N1)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C)CC3=CC=C(C=C3)O)C(=O)O)CC4=CC=C(C=C4)O)C
• InChI: InChI=1S/C54H67N7O14/c1-7-39-50(68)55-33(5)49(67)60-43(27-36-16-20-38(63)21-17-36)52(70)61-44(54(73)74)29-47(65)57-42(26-35-14-18-37(62)19-15-35)51(69)58-40(32(4)48(66)59-41(53(71)72)23-24-46(64)56-39)22-13-30(2)25-31(3)45(75-6)28-34-11-9-8-10-12-34/h7-22,25,31-33,40-45,62-63H,23-24,26-29H2,1-6H3,(H,55,68)(H,56,64)(H,57,65)(H,58,69)(H,59,66)(H,60,67)(H,61,70)(H,71,72)(H,73,74)/b22-13+,30-25+,39-7+/t31-,32-,33+,40-,41+,42-,43-,44+,45-/m0/s1
• InChI Key: DFMNZRLKNVILPZ-HZYVHSCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₆₇N₇O₁₄
• Molecular Weight: 1038.10 g/mol
• Exact Mass: 1037.47459984 g/mol
• Topological Polar Surface Area (TPSA): 328.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7625	76.25%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8298	82.98%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.7980	79.80%
OATP1B3 inhibitior	+	0.9049	90.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8789	87.89%
BSEP inhibitior	+	0.9323	93.23%
P-glycoprotein inhibitior	+	0.7488	74.88%
P-glycoprotein substrate	+	0.8421	84.21%
CYP3A4 substrate	+	0.7295	72.95%
CYP2C9 substrate	-	0.5841	58.41%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.5800	58.00%
CYP2C9 inhibition	-	0.7691	76.91%
CYP2C19 inhibition	-	0.7580	75.80%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	-	0.8760	87.60%
CYP2C8 inhibition	+	0.7798	77.98%
CYP inhibitory promiscuity	-	0.5505	55.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.6342	63.42%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.7897	78.97%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7639	76.39%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5969	59.69%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7352	73.52%
Acute Oral Toxicity (c)	III	0.6347	63.47%
Estrogen receptor binding	+	0.8025	80.25%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	+	0.6279	62.79%
Glucocorticoid receptor binding	+	0.6593	65.93%
Aromatase binding	+	0.5654	56.54%
PPAR gamma	+	0.7893	78.93%
Honey bee toxicity	-	0.6536	65.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8979	89.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.70%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.43%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.86%	91.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.54%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.72%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.36%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	95.03%	94.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.29%	95.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.51%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.96%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.60%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.89%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.56%	86.33%
CHEMBL301	P24941	Cyclin-dependent kinase 2	89.13%	91.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.79%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.04%	90.93%
CHEMBL2535	P11166	Glucose transporter	86.30%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.19%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.09%	82.69%
CHEMBL3524	P56524	Histone deacetylase 4	86.07%	92.97%
CHEMBL340	P08684	Cytochrome P450 3A4	85.74%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.54%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.47%	97.33%
CHEMBL1255126	O15151	Protein Mdm4	84.96%	90.20%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.59%	93.99%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.33%	88.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.73%	94.62%
CHEMBL1921	P47901	Vasopressin V1b receptor	80.28%	92.50%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.10%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163187801
• LOTUS: LTS0145438
• wikiData: Q104246665