ID: ALA2163478

Max Phase: Preclinical

Molecular Formula: C43H54N12O6

Molecular Weight: 834.98

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(Cc1ccccc1)C(=O)N[C@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(N)=O

Standard InChI:  InChI=1S/C43H54N12O6/c1-27(50-41(59)37(21-30-23-48-34-17-9-8-16-32(30)34)52-40(58)33(45)22-31-24-47-26-49-31)39(57)54-55(25-29-14-6-3-7-15-29)43(61)53-36(20-28-12-4-2-5-13-28)42(60)51-35(38(46)56)18-10-11-19-44/h2-9,12-17,23-24,26-27,33,35-37,48H,10-11,18-22,25,44-45H2,1H3,(H2,46,56)(H,47,49)(H,50,59)(H,51,60)(H,52,58)(H,53,61)(H,54,57)/t27-,33-,35-,36+,37+/m0/s1

Standard InChI Key:  CABFDYSIKQWOJM-APCIBVSVSA-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: 834.98

Molecular Weight (Monoisotopic): 834.4289

AlogP: 0.95

#Rotatable Bonds: 21

Polar Surface Area: 288.34

Molecular Species: BASE

HBA: 9

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.43

CX Basic pKa: 10.64

CX LogP: -0.51

CX LogD: -3.10

Aromatic Rings: 5

Heavy Atoms: 61

QED Weighted: 0.04

Np Likeness Score: -0.12

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