[D-Asp3,ADMAdda5]MC-(H4)YR

Details

• Internal ID: eaf4225e-1086-48d5-a2b1-c5291e351ee2
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-acetyloxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-15-[3-(diaminomethylideneamino)propyl]-8-[[(1S,4R)-4-hydroxycyclohex-2-en-1-yl]methyl]-1,5,19-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)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CC2CCC(C=C2)O)C(=O)O)CCCN=C(N)N)C=CC(=CC(C)C(CC3=CC=CC=C3)OC(=O)C)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)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)C[C@@H]2CC[C@H](C=C2)O)C(=O)O)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC(=O)C)/C
• InChI: InChI=1S/C52H74N10O14/c1-28(24-29(2)42(76-33(6)63)26-34-12-9-8-10-13-34)15-20-37-30(3)45(67)59-39(50(72)73)21-22-44(66)62(7)32(5)47(69)56-31(4)46(68)60-40(25-35-16-18-36(64)19-17-35)49(71)61-41(51(74)75)27-43(65)57-38(48(70)58-37)14-11-23-55-52(53)54/h8-10,12-13,15-16,18,20,24,29-31,35-42,64H,5,11,14,17,19,21-23,25-27H2,1-4,6-7H3,(H,56,69)(H,57,65)(H,58,70)(H,59,67)(H,60,68)(H,61,71)(H,72,73)(H,74,75)(H4,53,54,55)/b20-15+,28-24+/t29-,30-,31+,35-,36-,37-,38-,39+,40-,41+,42-/m0/s1
• InChI Key: XDSNSVDTHKUCHQ-PJNYSIOBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₄N₁₀O₁₄
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.53859707 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 15

Synonyms

• [D-Asp(3),ADMAdda5]MC-(H4)YR

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5983	59.83%
Caco-2	-	0.8660	86.60%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7399	73.99%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8056	80.56%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8929	89.29%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.8637	86.37%
CYP3A4 substrate	+	0.7464	74.64%
CYP2C9 substrate	-	0.8167	81.67%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.7857	78.57%
CYP2C9 inhibition	-	0.7242	72.42%
CYP2C19 inhibition	-	0.7529	75.29%
CYP2D6 inhibition	-	0.8797	87.97%
CYP1A2 inhibition	-	0.7493	74.93%
CYP2C8 inhibition	+	0.8034	80.34%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5965	59.65%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.5928	59.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7143	71.43%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6212	62.12%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7357	73.57%
Acute Oral Toxicity (c)	I	0.4660	46.60%
Estrogen receptor binding	+	0.7130	71.30%
Androgen receptor binding	+	0.7397	73.97%
Thyroid receptor binding	+	0.6622	66.22%
Glucocorticoid receptor binding	+	0.6868	68.68%
Aromatase binding	+	0.6801	68.01%
PPAR gamma	+	0.7862	78.62%
Honey bee toxicity	-	0.6484	64.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9316	93.16%

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	99.93%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.12%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.75%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.33%	91.11%
CHEMBL3837	P07711	Cathepsin L	95.22%	96.61%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.37%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.98%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.62%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.54%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.08%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.46%	95.89%
CHEMBL4072	P07858	Cathepsin B	88.90%	93.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.49%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.94%	93.00%
CHEMBL4644	P41968	Melanocortin receptor 3	83.97%	99.52%
CHEMBL2535	P11166	Glucose transporter	83.92%	98.75%
CHEMBL217	P14416	Dopamine D2 receptor	82.58%	95.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.41%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.36%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.08%	91.49%
CHEMBL2327	P21452	Neurokinin 2 receptor	81.43%	98.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.77%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684741
• LOTUS: LTS0142669
• wikiData: Q105326051