ID: ALA2420384

Max Phase: Preclinical

Molecular Formula: C27H30N4O5

Molecular Weight: 490.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)c1ccc(N)c(NC(=O)[C@@H](N)CCc2ccccc2)c1

Standard InChI:  InChI=1S/C27H30N4O5/c1-36-27(35)24(15-18-7-11-20(32)12-8-18)31-25(33)19-10-14-21(28)23(16-19)30-26(34)22(29)13-9-17-5-3-2-4-6-17/h2-8,10-12,14,16,22,24,32H,9,13,15,28-29H2,1H3,(H,30,34)(H,31,33)/t22-,24-/m0/s1

Standard InChI Key:  ASZXUJWASJMAAI-UPVQGACJSA-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: 490.56

Molecular Weight (Monoisotopic): 490.2216

AlogP: 2.39

#Rotatable Bonds: 10

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: 9.53

CX Basic pKa: 8.24

CX LogP: 2.56

CX LogD: 1.83

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.22

Np Likeness Score: -0.20

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