ID: ALA2023518

Max Phase: Preclinical

Molecular Formula: C21H22N2O5S

Molecular Weight: 414.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@](CCn1ccc(-c2ccc3ccccc3c2)cc1=O)(C(=O)NO)S(C)(=O)=O

Standard InChI:  InChI=1S/C21H22N2O5S/c1-21(20(25)22-26,29(2,27)28)10-12-23-11-9-18(14-19(23)24)17-8-7-15-5-3-4-6-16(15)13-17/h3-9,11,13-14,26H,10,12H2,1-2H3,(H,22,25)/t21-/m1/s1

Standard InChI Key:  WWCJHUPMFCOUFO-OAQYLSRUSA-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: 414.48

Molecular Weight (Monoisotopic): 414.1249

AlogP: 2.37

#Rotatable Bonds: 6

Polar Surface Area: 105.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.67

CX Basic pKa:

CX LogP: 1.10

CX LogD: 1.08

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -0.53

References

1. Montgomery JI, Brown MF, Reilly U, Price LM, Abramite JA, Arcari J, Barham R, Che Y, Chen JM, Chung SW, Collantes EM, Desbonnet C, Doroski M, Doty J, Engtrakul JJ, Harris TM, Huband M, Knafels JD, Leach KL, Liu S, Marfat A, McAllister L, McElroy E, Menard CA, Mitton-Fry M, Mullins L, Noe MC, O'Donnell J, Oliver R, Penzien J, Plummer M, Shanmugasundaram V, Thoma C, Tomaras AP, Uccello DP, Vaz A, Wishka DG..  (2012)  Pyridone methylsulfone hydroxamate LpxC inhibitors for the treatment of serious gram-negative infections.,  55  (4): [PMID:22257165] [10.1021/jm2014875]

Source

Source(1):

• Scientific Literature