ID: ALA2163454

Max Phase: Preclinical

Molecular Formula: C40H52N10O6

Molecular Weight: 768.92

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](N)C(=O)N[C@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](C)C(=O)NN(Cc1ccccc1)C(=O)N[C@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(N)=O

Standard InChI:  InChI=1S/C40H52N10O6/c1-25(42)36(52)47-34(22-29-23-44-31-18-10-9-17-30(29)31)38(54)45-26(2)37(53)49-50(24-28-15-7-4-8-16-28)40(56)48-33(21-27-13-5-3-6-14-27)39(55)46-32(35(43)51)19-11-12-20-41/h3-10,13-18,23,25-26,32-34,44H,11-12,19-22,24,41-42H2,1-2H3,(H2,43,51)(H,45,54)(H,46,55)(H,47,52)(H,48,56)(H,49,53)/t25-,26-,32-,33+,34+/m0/s1

Standard InChI Key:  OBGVWLVIDUXUPO-GHWGHFODSA-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: 768.92

Molecular Weight (Monoisotopic): 768.4071

AlogP: 1.00

#Rotatable Bonds: 19

Polar Surface Area: 259.66

Molecular Species: BASE

HBA: 8

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.34

CX Basic pKa: 17.18

CX LogP: 0.27

CX LogD: -2.58

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.05

Np Likeness Score: -0.14

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.  (2013)  Azapeptides as cd36 binding compounds, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data