[D-Asp3]MC-Hty(OMe)R

Details

• Internal ID: bc563fbd-5843-4e8d-be15-e77221c48b54
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-8-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-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)CCC2=CC(=C(C=C2)O)OC)C(=O)O)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[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)CCC2=CC(=C(C=C2)O)OC)C(=O)O)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC)/C
• InChI: InChI=1S/C53H74N10O14/c1-29(25-30(2)42(76-7)26-34-13-10-9-11-14-34)16-19-36-31(3)46(67)61-39(51(72)73)21-23-45(66)63(6)33(5)48(69)57-32(4)47(68)60-38(20-17-35-18-22-41(64)43(27-35)77-8)50(71)62-40(52(74)75)28-44(65)58-37(49(70)59-36)15-12-24-56-53(54)55/h9-11,13-14,16,18-19,22,25,27,30-32,36-40,42,64H,5,12,15,17,20-21,23-24,26,28H2,1-4,6-8H3,(H,57,69)(H,58,65)(H,59,70)(H,60,68)(H,61,67)(H,62,71)(H,72,73)(H,74,75)(H4,54,55,56)/b19-16+,29-25+/t30-,31-,32+,36-,37-,38-,39+,40+,42-/m0/s1
• InChI Key: ZPYMAPRFVXDPFZ-DNLKICPHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₄N₁₀O₁₄
• Molecular Weight: 1075.20 g/mol
• Exact Mass: 1074.53859707 g/mol
• Topological Polar Surface Area (TPSA): 373.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 17

Synonyms

• [D-Asp(3)]MC-Htyr(OMe)R

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6437	64.37%
Caco-2	-	0.8644	86.44%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8109	81.09%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9189	91.89%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.8725	87.25%
CYP3A4 substrate	+	0.7501	75.01%
CYP2C9 substrate	+	0.5805	58.05%
CYP2D6 substrate	-	0.8492	84.92%
CYP3A4 inhibition	-	0.7063	70.63%
CYP2C9 inhibition	-	0.7150	71.50%
CYP2C19 inhibition	-	0.7376	73.76%
CYP2D6 inhibition	-	0.8833	88.33%
CYP1A2 inhibition	-	0.7640	76.40%
CYP2C8 inhibition	+	0.8413	84.13%
CYP inhibitory promiscuity	-	0.9256	92.56%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5989	59.89%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7299	72.99%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5274	52.74%
skin sensitisation	-	0.8415	84.15%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8714	87.14%
Acute Oral Toxicity (c)	III	0.3717	37.17%
Estrogen receptor binding	+	0.7080	70.80%
Androgen receptor binding	+	0.7805	78.05%
Thyroid receptor binding	+	0.6753	67.53%
Glucocorticoid receptor binding	+	0.7049	70.49%
Aromatase binding	+	0.6843	68.43%
PPAR gamma	+	0.7957	79.57%
Honey bee toxicity	-	0.6578	65.78%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9348	93.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.04%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	99.01%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.47%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.47%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.25%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	96.41%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.60%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.59%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.11%	90.71%
CHEMBL2535	P11166	Glucose transporter	94.55%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.27%	91.71%
CHEMBL1902	P62942	FK506-binding protein 1A	91.56%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.51%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.46%	97.64%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.38%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.32%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.07%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.78%	99.15%
CHEMBL3837	P07711	Cathepsin L	86.16%	96.61%
CHEMBL217	P14416	Dopamine D2 receptor	85.02%	95.62%
CHEMBL4644	P41968	Melanocortin receptor 3	84.90%	99.52%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.79%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.92%	97.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.28%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.80%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.22%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684788
• LOTUS: LTS0037903
• wikiData: Q105381327