ID: ALA1689157

Max Phase: Preclinical

Molecular Formula: C22H28N2O4

Molecular Weight: 384.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)C(c1ccccc1)c1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C22H28N2O4/c1-14(2)13-17(22(27)28)24-21(26)20(25)19(23)18(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,14,17-20,25H,13,23H2,1-2H3,(H,24,26)(H,27,28)/t17-,19+,20-/m0/s1

Standard InChI Key:  AXSTXHNSKAYCDJ-SXLOBPIMSA-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: 384.48

Molecular Weight (Monoisotopic): 384.2049

AlogP: 2.12

#Rotatable Bonds: 9

Polar Surface Area: 112.65

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.64

CX Basic pKa: 8.31

CX LogP: 0.40

CX LogD: 0.35

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: 0.15

References

1. Velmourougane G, Harbut MB, Dalal S, McGowan S, Oellig CA, Meinhardt N, Whisstock JC, Klemba M, Greenbaum DC..  (2011)  Synthesis of new (-)-bestatin-based inhibitor libraries reveals a novel binding mode in the S1 pocket of the essential malaria M1 metalloaminopeptidase.,  54  (6): [PMID:21366301] [10.1021/jm101227t]

Source

Source(1):

• Scientific Literature