(R)-4-(4-(3,4-difluorophenyl)-1H-1,2,3-triazol-1-yl)-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide

ID: ALA2164526

Chembl Id: CHEMBL2164526

PubChem CID: 66559229

Max Phase: Preclinical

Molecular Formula: C14H16F2N4O4S

Molecular Weight: 374.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@](CCn1cc(-c2ccc(F)c(F)c2)nn1)(C(=O)NO)S(C)(=O)=O

Standard InChI:  InChI=1S/C14H16F2N4O4S/c1-14(13(21)18-22,25(2,23)24)5-6-20-8-12(17-19-20)9-3-4-10(15)11(16)7-9/h3-4,7-8,22H,5-6H2,1-2H3,(H,18,21)/t14-/m1/s1

Standard InChI Key:  BNYSJQADUYPVAS-CQSZACIVSA-N

Alternative Forms

1. Parent:

   

   ALA2164526

   (2R)-4-[4-(3,4-difluorophenyl)triazol-1-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide

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

Calculated Properties

Molecular Weight: 374.37

Molecular Weight (Monoisotopic): 374.0860

AlogP: 0.92

#Rotatable Bonds: 6

Polar Surface Area: 114.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.67

CX Basic pKa: ┄

CX LogP: 0.70

CX LogD: 0.67

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -1.58

References

1. McAllister LA, Montgomery JI, Abramite JA, Reilly U, Brown MF, Chen JM, Barham RA, Che Y, Chung SW, Menard CA, Mitton-Fry M, Mullins LM, Noe MC, O'Donnell JP, Oliver RM, Penzien JB, Plummer M, Price LM, Shanmugasundaram V, Tomaras AP, Uccello DP..  (2012)  Heterocyclic methylsulfone hydroxamic acid LpxC inhibitors as Gram-negative antibacterial agents.,  22  (22): [PMID:23046961] [10.1016/j.bmcl.2012.09.058]

Source

Source(1):

• Scientific Literature