[D-Asp3]MC-LV

Details

• Internal ID: 95358efa-9d44-4f3b-a181-dacf27bac46e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,19-trimethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-15-propan-2-yl-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• InChI: InChI=1S/C47H69N7O12/c1-25(2)21-35-44(60)52-36(47(64)65)24-38(55)53-40(26(3)4)45(61)49-33(18-17-27(5)22-28(6)37(66-11)23-32-15-13-12-14-16-32)29(7)41(57)50-34(46(62)63)19-20-39(56)54(10)31(9)43(59)48-30(8)42(58)51-35/h12-18,22,25-26,28-30,33-37,40H,9,19-21,23-24H2,1-8,10-11H3,(H,48,59)(H,49,61)(H,50,57)(H,51,58)(H,52,60)(H,53,55)(H,62,63)(H,64,65)/b18-17+,27-22+/t28-,29-,30+,33-,34+,35-,36+,37-,40-/m0/s1
• InChI Key: OFWRHWYXGMTEEE-CTLQKDTCSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₉N₇O₁₂
• Molecular Weight: 924.10 g/mol
• Exact Mass: 923.50042066 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

• [D-Asp(3)]MC-LV
• CHEBI:220786
• NS00114398
• (5R,8S,11R,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,19-trimethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-15-propan-2-yl-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5056	50.56%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6914	69.14%
OATP2B1 inhibitior	-	0.5763	57.63%
OATP1B1 inhibitior	+	0.8221	82.21%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8890	88.90%
BSEP inhibitior	+	0.8370	83.70%
P-glycoprotein inhibitior	+	0.7482	74.82%
P-glycoprotein substrate	+	0.8482	84.82%
CYP3A4 substrate	+	0.7330	73.30%
CYP2C9 substrate	+	0.5710	57.10%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	+	0.6257	62.57%
CYP2C9 inhibition	-	0.7401	74.01%
CYP2C19 inhibition	-	0.7188	71.88%
CYP2D6 inhibition	-	0.9051	90.51%
CYP1A2 inhibition	-	0.8162	81.62%
CYP2C8 inhibition	+	0.7227	72.27%
CYP inhibitory promiscuity	-	0.8064	80.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6201	62.01%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.7687	76.87%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7053	70.53%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5941	59.41%
skin sensitisation	-	0.8533	85.33%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8791	87.91%
Acute Oral Toxicity (c)	III	0.4955	49.55%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	+	0.5951	59.51%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	+	0.5975	59.75%
PPAR gamma	+	0.7871	78.71%
Honey bee toxicity	-	0.6649	66.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9007	90.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.68%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.85%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.86%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.72%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.76%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.73%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	91.24%	94.75%
CHEMBL4072	P07858	Cathepsin B	90.05%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.53%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.44%	95.89%
CHEMBL3837	P07711	Cathepsin L	87.07%	96.61%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.40%	89.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.65%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.53%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.48%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.29%	85.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.06%	88.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.65%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.27%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	81.61%	90.20%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.64%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.43%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.41%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684717
• LOTUS: LTS0201646
• wikiData: Q104246557