[D-Asp(3),Dha7]MC-YA

Details

• Internal ID: cca7454d-6a06-4c93-9168-82c5ce4d6721
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-8-[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-5,15,19-trimethyl-2-methylidene-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)CC(NC(=O)C(NC(=O)C(NC(=O)C(=C)NC(=O)CCC(NC1=O)C(=O)O)C)CC2=CC=C(C=C2)O)C(=O)O)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[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)NC(=O)CC[C@@H](NC1=O)C(=O)O)C)CC2=CC=C(C=C2)O)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC)/C
• InChI: InChI=1S/C47H61N7O13/c1-25(21-26(2)38(67-7)23-31-11-9-8-10-12-31)13-18-34-27(3)41(58)52-35(46(63)64)19-20-39(56)48-28(4)42(59)50-30(6)44(61)53-36(22-32-14-16-33(55)17-15-32)45(62)54-37(47(65)66)24-40(57)49-29(5)43(60)51-34/h8-18,21,26-27,29-30,34-38,55H,4,19-20,22-24H2,1-3,5-7H3,(H,48,56)(H,49,57)(H,50,59)(H,51,60)(H,52,58)(H,53,61)(H,54,62)(H,63,64)(H,65,66)/b18-13+,25-21+/t26-,27-,29-,30+,34-,35+,36-,37+,38-/m0/s1
• InChI Key: MGAZKNAKSAZXDT-QKQRECLSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₁N₇O₁₃
• Molecular Weight: 932.00 g/mol
• Exact Mass: 931.43273503 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

• [Asp3, Dha7 ] MC-YA
• DTXSID901047478

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6179	61.79%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7617	76.17%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.8178	81.78%
OATP1B3 inhibitior	+	0.9016	90.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9039	90.39%
BSEP inhibitior	+	0.9006	90.06%
P-glycoprotein inhibitior	+	0.7483	74.83%
P-glycoprotein substrate	+	0.8261	82.61%
CYP3A4 substrate	+	0.7279	72.79%
CYP2C9 substrate	+	0.5841	58.41%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	+	0.5391	53.91%
CYP2C9 inhibition	-	0.7112	71.12%
CYP2C19 inhibition	-	0.7478	74.78%
CYP2D6 inhibition	-	0.9008	90.08%
CYP1A2 inhibition	-	0.8193	81.93%
CYP2C8 inhibition	+	0.7906	79.06%
CYP inhibitory promiscuity	+	0.5212	52.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8911	89.11%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7292	72.92%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5719	57.19%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7367	73.67%
Acute Oral Toxicity (c)	III	0.6271	62.71%
Estrogen receptor binding	+	0.7953	79.53%
Androgen receptor binding	+	0.7466	74.66%
Thyroid receptor binding	+	0.6276	62.76%
Glucocorticoid receptor binding	+	0.6300	63.00%
Aromatase binding	+	0.5751	57.51%
PPAR gamma	+	0.7644	76.44%
Honey bee toxicity	-	0.6433	64.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9143	91.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.71%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.62%	83.82%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.56%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.36%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.06%	90.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.05%	95.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.46%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	91.68%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.59%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.42%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.67%	89.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.84%	97.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.44%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.12%	90.93%
CHEMBL1255126	O15151	Protein Mdm4	87.01%	90.20%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.50%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.21%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.20%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.99%	97.14%
CHEMBL301	P24941	Cyclin-dependent kinase 2	83.89%	91.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.86%	88.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.84%	94.62%
CHEMBL3524	P56524	Histone deacetylase 4	82.35%	92.97%
CHEMBL2535	P11166	Glucose transporter	82.31%	98.75%
CHEMBL4072	P07858	Cathepsin B	82.29%	93.67%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.04%	89.44%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.22%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683860
• LOTUS: LTS0086483
• wikiData: Q104246562