ID: ALA1689153

Max Phase: Preclinical

Molecular Formula: C20H26N2O4

Molecular Weight: 358.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccc2ccccc2c1)C(=O)O

Standard InChI:  InChI=1S/C20H26N2O4/c1-12(2)9-17(20(25)26)22-19(24)18(23)16(21)11-13-7-8-14-5-3-4-6-15(14)10-13/h3-8,10,12,16-18,23H,9,11,21H2,1-2H3,(H,22,24)(H,25,26)/t16-,17+,18+/m1/s1

Standard InChI Key:  KKVBRPUGDDLUHH-SQNIBIBYSA-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: 358.44

Molecular Weight (Monoisotopic): 358.1893

AlogP: 1.69

#Rotatable Bonds: 8

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: 3.78

CX Basic pKa: 8.34

CX LogP: -0.11

CX LogD: -0.15

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: 0.32

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