ID: ALA2163484

Max Phase: Preclinical

Molecular Formula: C43H54N12O7

Molecular Weight: 850.98

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](N)Cc1cnc[nH]1)C(=O)NN(Cc1ccc(O)cc1)C(=O)N[C@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(N)=O

Standard InChI:  InChI=1S/C43H54N12O7/c1-26(50-41(60)37(20-29-22-48-34-12-6-5-11-32(29)34)52-40(59)33(45)21-30-23-47-25-49-30)39(58)54-55(24-28-14-16-31(56)17-15-28)43(62)53-36(19-27-9-3-2-4-10-27)42(61)51-35(38(46)57)13-7-8-18-44/h2-6,9-12,14-17,22-23,25-26,33,35-37,48,56H,7-8,13,18-21,24,44-45H2,1H3,(H2,46,57)(H,47,49)(H,50,60)(H,51,61)(H,52,59)(H,53,62)(H,54,58)/t26-,33-,35-,36+,37+/m0/s1

Standard InChI Key:  ULBKJPIZMQDQBL-MHKQCRJVSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 850.98

Molecular Weight (Monoisotopic): 850.4238

AlogP: 0.65

#Rotatable Bonds: 21

Polar Surface Area: 308.57

Molecular Species: BASE

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.36

CX Basic pKa: 9.96

CX LogP: -1.24

CX LogD: -3.28

Aromatic Rings: 5

Heavy Atoms: 62

QED Weighted: 0.04

Np Likeness Score: -0.04

References

1. Proulx C, Picard É, Boeglin D, Pohankova P, Chemtob S, Ong H, Lubell WD..  (2012)  Azapeptide analogues of the growth hormone releasing peptide 6 as cluster of differentiation 36 receptor ligands with reduced affinity for the growth hormone secretagogue receptor 1a.,  55  (14): [PMID:22712585] [10.1021/jm300557t]

2. Chignen Possi K, Mulumba M, Omri S, Garcia-Ramos Y, Tahiri H, Chemtob S, Ong H, Lubell WD..  (2017)  Influences of Histidine-1 and Azaphenylalanine-4 on the Affinity, Anti-inflammatory, and Antiangiogenic Activities of Azapeptide Cluster of Differentiation 36 Receptor Modulators.,  60  (22): [PMID:29028172] [10.1021/acs.jmedchem.7b01209]

3.  (2018)  Novel cyclic peptides and uses thereof, 

4.  (2013)  Azapeptides as cd36 binding compounds, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data