ID: ALA3251700

Max Phase: Preclinical

Molecular Formula: C16H23N3O6

Molecular Weight: 353.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccc([N+](=O)[O-])cc1)C(=O)O

Standard InChI:  InChI=1S/C16H23N3O6/c1-9(2)7-13(16(22)23)18-15(21)14(20)12(17)8-10-3-5-11(6-4-10)19(24)25/h3-6,9,12-14,20H,7-8,17H2,1-2H3,(H,18,21)(H,22,23)/t12-,13+,14+/m1/s1

Standard InChI Key:  AXNJBMQISBJVSJ-RDBSUJKOSA-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: 353.38

Molecular Weight (Monoisotopic): 353.1587

AlogP: 0.44

#Rotatable Bonds: 9

Polar Surface Area: 155.79

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.38

CX Basic pKa: 8.26

CX LogP: -1.16

CX LogD: -1.21

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.37

Np Likeness Score: -0.08

References

1. Nishizawa R, Saino T, Takita T, Suda H, Aoyagi T..  (1977)  Synthesis and structure-activity relationships of bestatin analogues, inhibitors of aminopeptidase B.,  20  (4): [PMID:850237] [10.1021/jm00214a010]

2. Mills B, Isaac RE, Foster R..  (2021)  Metalloaminopeptidases of the Protozoan Parasite Plasmodium falciparum as Targets for the Discovery of Novel Antimalarial Drugs.,  64  (4.0): [PMID:33534577] [10.1021/acs.jmedchem.0c01721]

Source

Source(1):

• Scientific Literature