[D-MeO-Glu6]MC-YR

Details

• Internal ID: 948772ad-7c7b-4965-b469-b47441953988
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-8-[(4-hydroxyphenyl)methyl]-22-methoxycarbonyl-18-[(1E,3E,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-carboxylic 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)OC)C)C)CC2=CC=C(C=C2)O)C(=O)O)C)CCCN=C(N)N)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)OC)C)C)CC2=CC=C(C=C2)O)C(=O)O)C)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC)/C
• InChI: InChI=1S/C53H74N10O13/c1-29(26-30(2)42(75-8)28-35-14-11-10-12-15-35)17-22-38-31(3)45(66)60-40(52(74)76-9)23-24-43(65)63(7)34(6)48(69)57-33(5)47(68)61-41(27-36-18-20-37(64)21-19-36)50(71)62-44(51(72)73)32(4)46(67)59-39(49(70)58-38)16-13-25-56-53(54)55/h10-12,14-15,17-22,26,30-33,38-42,44,64H,6,13,16,23-25,27-28H2,1-5,7-9H3,(H,57,69)(H,58,70)(H,59,67)(H,60,66)(H,61,68)(H,62,71)(H,72,73)(H4,54,55,56)/b22-17+,29-26+/t30-,31-,32-,33+,38-,39-,40+,41-,42-,44+/m0/s1
• InChI Key: SVUNNHQOHLLNGA-OCQZQFOGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₄N₁₀O₁₃
• Molecular Weight: 1059.20 g/mol
• Exact Mass: 1058.54368245 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

• DTXSID601334476

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6575	65.75%
Caco-2	-	0.8636	86.36%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6528	65.28%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8160	81.60%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9281	92.81%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	+	0.8800	88.00%
CYP3A4 substrate	+	0.7467	74.67%
CYP2C9 substrate	-	0.6182	61.82%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	-	0.7087	70.87%
CYP2C19 inhibition	-	0.6949	69.49%
CYP2D6 inhibition	-	0.8702	87.02%
CYP1A2 inhibition	-	0.7660	76.60%
CYP2C8 inhibition	+	0.8156	81.56%
CYP inhibitory promiscuity	-	0.8709	87.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5891	58.91%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.7647	76.47%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7018	70.18%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5139	51.39%
skin sensitisation	-	0.8394	83.94%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6390	63.90%
Acute Oral Toxicity (c)	I	0.5398	53.98%
Estrogen receptor binding	+	0.7229	72.29%
Androgen receptor binding	+	0.7694	76.94%
Thyroid receptor binding	+	0.6733	67.33%
Glucocorticoid receptor binding	+	0.6900	69.00%
Aromatase binding	+	0.6725	67.25%
PPAR gamma	+	0.7876	78.76%
Honey bee toxicity	-	0.6597	65.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9002	90.02%

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	99.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL4072	P07858	Cathepsin B	98.28%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.74%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.55%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.80%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.71%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.48%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.82%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.99%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.69%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	91.14%	90.20%
CHEMBL1951	P21397	Monoamine oxidase A	90.57%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.66%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.11%	85.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.88%	97.33%
CHEMBL2535	P11166	Glucose transporter	87.34%	98.75%
CHEMBL4644	P41968	Melanocortin receptor 3	87.07%	99.52%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.67%	90.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.62%	90.08%
CHEMBL3837	P07711	Cathepsin L	84.84%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.48%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.22%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.17%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.04%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.56%	93.10%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.48%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683831
• LOTUS: LTS0161385
• wikiData: Q104246698