ID: ALA2420380

Max Phase: Preclinical

Molecular Formula: C22H28N4O5

Molecular Weight: 428.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@@H](NC(=O)c1ccc(N)c(NC(=O)[C@@H](N)CCc2ccccc2)c1)[C@@H](C)O

Standard InChI:  InChI=1S/C22H28N4O5/c1-13(27)19(22(30)31-2)26-20(28)15-9-11-16(23)18(12-15)25-21(29)17(24)10-8-14-6-4-3-5-7-14/h3-7,9,11-13,17,19,27H,8,10,23-24H2,1-2H3,(H,25,29)(H,26,28)/t13-,17+,19+/m1/s1

Standard InChI Key:  QXMKNXLYBWJERV-FMEYXAORSA-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: 428.49

Molecular Weight (Monoisotopic): 428.2060

AlogP: 0.82

#Rotatable Bonds: 9

Polar Surface Area: 156.77

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.86

CX Basic pKa: 8.27

CX LogP: 0.76

CX LogD: -0.16

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: -0.32

References

1. Papakyriakou A, Zervoudi E, Theodorakis EA, Saveanu L, Stratikos E, Vourloumis D..  (2013)  Novel selective inhibitors of aminopeptidases that generate antigenic peptides.,  23  (17): [PMID:23916253] [10.1016/j.bmcl.2013.07.024]

Source

Source(1):

• Scientific Literature