ID: ALA3814424

Max Phase: Preclinical

Molecular Formula: C20H19ClF3NO

Molecular Weight: 345.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C/C=C/c1ccc(C(F)(F)F)cc1)Cc1cccc2ccoc12.Cl

Standard InChI:  InChI=1S/C20H18F3NO.ClH/c1-24(14-17-6-2-5-16-11-13-25-19(16)17)12-3-4-15-7-9-18(10-8-15)20(21,22)23;/h2-11,13H,12,14H2,1H3;1H/b4-3+;

Standard InChI Key:  UMJCCCZKGYJSIX-BJILWQEISA-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: 345.36

Molecular Weight (Monoisotopic): 345.1340

AlogP: 5.60

#Rotatable Bonds: 5

Polar Surface Area: 16.38

Molecular Species: BASE

HBA: 2

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 8.87

CX LogP: 5.29

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.60

Np Likeness Score: -0.34

References

1. Wang Y, Chen F, Di H, Xu Y, Xiao Q, Wang X, Wei H, Lu Y, Zhang L, Zhu J, Sheng C, Lan L, Li J..  (2016)  Discovery of Potent Benzofuran-Derived Diapophytoene Desaturase (CrtN) Inhibitors with Enhanced Oral Bioavailability for the Treatment of Methicillin-Resistant Staphylococcus aureus (MRSA) Infections.,  59  (7): [PMID:26999509] [10.1021/acs.jmedchem.5b01984]

2. Li B, Ni S, Mao F, Chen F, Liu Y, Wei H, Chen W, Zhu J, Lan L, Li J..  (2018)  Novel Terminal Bipheny-Based Diapophytoene Desaturases (CrtN) Inhibitors as Anti-MRSA/VISR/LRSA Agents with Reduced hERG Activity.,  61  (1): [PMID:29243920] [10.1021/acs.jmedchem.7b01300]

Source

Source(1):

• Scientific Literature