(R)-2-((4-Trifluoromethyphenyl)Thio)-4-Oxo-N-((R)-1-Phenylethyl)Azetidine-1-Carboxamide

ID: ALA4572274

PubChem CID: 155564412

Max Phase: Preclinical

Molecular Formula: C19H17F3N2O2S

Molecular Weight: 394.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)N1C(=O)C[C@H]1Sc1ccc(C(F)(F)F)cc1)c1ccccc1

Standard InChI:  InChI=1S/C19H17F3N2O2S/c1-12(13-5-3-2-4-6-13)23-18(26)24-16(25)11-17(24)27-15-9-7-14(8-10-15)19(20,21)22/h2-10,12,17H,11H2,1H3,(H,23,26)/t12-,17-/m1/s1

Standard InChI Key:  XTINARULCYTRIK-SJKOYZFVSA-N

Molfile:  

 
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   32.6009   -3.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4223   -3.6732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4223   -2.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0231   -4.2510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   37.1749   -3.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3874   -3.9131    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   34.7977   -4.0395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9993   -5.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7836   -6.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9911   -6.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7795   -7.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3618   -7.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1586   -7.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3666   -6.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4173   -4.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4572274

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 394.42

Molecular Weight (Monoisotopic): 394.0963

AlogP: 4.83

#Rotatable Bonds: 4

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.88

CX Basic pKa: ┄

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: -1.03

References

1. Kuskovsky R, Lloyd D, Arora K, Plotkin BJ, Green JM, Boshoff HI, Barry C, Deschamps J, Konaklieva MI..  (2019)  C4-Phenylthio β-lactams: Effect of the chirality of the β-lactam ring on antimicrobial activity.,  27  (20): [PMID:31474471] [10.1016/j.bmc.2019.115050]

Source

Source(1):

• Scientific Literature