ID: ALA3407932

Max Phase: Preclinical

Molecular Formula: C21H13F3N2O3

Molecular Weight: 398.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  Oc1ccc(-c2nc(-c3ccc(Oc4ccc(C(F)(F)F)cc4)cc3)no2)cc1

Standard InChI:  InChI=1S/C21H13F3N2O3/c22-21(23,24)15-5-11-18(12-6-15)28-17-9-3-13(4-10-17)19-25-20(29-26-19)14-1-7-16(27)8-2-14/h1-12,27H

Standard InChI Key:  VDOWOJJPGBRUSZ-UHFFFAOYSA-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: 398.34

Molecular Weight (Monoisotopic): 398.0878

AlogP: 5.92

#Rotatable Bonds: 4

Polar Surface Area: 68.38

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.85

CX Basic pKa:

CX LogP: 6.25

CX LogD: 6.24

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.09

References

1. Spink E, Ding D, Peng Z, Boudreau MA, Leemans E, Lastochkin E, Song W, Lichtenwalter K, O'Daniel PI, Testero SA, Pi H, Schroeder VA, Wolter WR, Antunes NT, Suckow MA, Vakulenko S, Chang M, Mobashery S..  (2015)  Structure-activity relationship for the oxadiazole class of antibiotics.,  58  (3): [PMID:25590813] [10.1021/jm501661f]

2. Leemans E, Mahasenan KV, Kumarasiri M, Spink E, Ding D, O'Daniel PI, Boudreau MA, Lastochkin E, Testero SA, Yamaguchi T, Lee M, Hesek D, Fisher JF, Chang M, Mobashery S..  (2016)  Three-dimensional QSAR analysis and design of new 1,2,4-oxadiazole antibacterials.,  26  (3): [PMID:26733473] [10.1016/j.bmcl.2015.12.041]

3. Verma SK, Verma R, Kumar KSS, Banjare L, Shaik AB, Bhandare RR, Rakesh KP, Rangappa KS..  (2021)  A key review on oxadiazole analogs as potential methicillin-resistant Staphylococcus aureus (MRSA) activity: Structure-activity relationship studies.,  219  [PMID:33878562] [10.1016/j.ejmech.2021.113442]

4. Shalaby MW, Dokla EME, Serya RAT, Abouzid KAM..  (2020)  Penicillin binding protein 2a: An overview and a medicinal chemistry perspective.,  199  [PMID:32442851] [10.1016/j.ejmech.2020.112312]

Source

Source(1):

• Scientific Literature