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

ID: ALA2164521

Chembl Id: CHEMBL2164521

PubChem CID: 66557947

Max Phase: Preclinical

Molecular Formula: C14H16ClFN4O4S

Molecular Weight: 390.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@](CCn1cc(-c2ccc(Cl)cc2F)nn1)(C(=O)NO)S(C)(=O)=O

Standard InChI:  InChI=1S/C14H16ClFN4O4S/c1-14(13(21)18-22,25(2,23)24)5-6-20-8-12(17-19-20)10-4-3-9(15)7-11(10)16/h3-4,7-8,22H,5-6H2,1-2H3,(H,18,21)/t14-/m1/s1

Standard InChI Key:  QBLLUACBDAWZPY-CQSZACIVSA-N

Alternative Forms

1. Parent:

   

   ALA2164521

   (2R)-4-[4-(4-chloro-2-fluorophenyl)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: 390.82

Molecular Weight (Monoisotopic): 390.0565

AlogP: 1.44

#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: 1.16

CX LogD: 1.13

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -1.49

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