3-(3,5-Difluoro-phenyl)-N-[2-(4-fluoro-phenyldisulfanyl)-ethyl]-2-[(E)-hydroxyimino]-propionamide

ID: ALA194921

PubChem CID: 10894647

Max Phase: Preclinical

Molecular Formula: C17H15F3N2O2S2

Molecular Weight: 400.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCSSc1ccc(F)cc1)/C(Cc1cc(F)cc(F)c1)=N/O

Standard InChI:  InChI=1S/C17H15F3N2O2S2/c18-12-1-3-15(4-2-12)26-25-6-5-21-17(23)16(22-24)9-11-7-13(19)10-14(20)8-11/h1-4,7-8,10,24H,5-6,9H2,(H,21,23)/b22-16+

Standard InChI Key:  CAQHXYSHVXIKAX-CJLVFECKSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    0.8917   -7.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042   -6.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -7.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -6.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875   -5.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -5.9125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000   -4.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333   -4.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167   -7.1542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000   -5.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333   -5.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -6.7542    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917   -6.7542    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8750   -7.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0375   -8.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -4.2542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -4.2542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667   -8.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -7.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6167   -9.0792    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -8.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6667   -7.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2500   -7.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2375   -8.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0375   -6.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  1  1  0
  5  4  1  0
  6  9  1  0
  7  2  2  0
  8 11  1  0
  9 12  2  0
 10  2  1  0
 11  5  2  0
 12  5  1  0
 13 20  1  0
 14 13  1  0
 15 14  1  0
 16 24  1  0
 17  9  1  0
 18  8  1  0
 19  3  1  0
 20 26  1  0
 21 16  1  0
 22 15  2  0
 23 15  1  0
 24 23  2  0
 25 22  1  0
 26 10  1  0
  8  6  2  0
 25 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA194921

   (2E)-3-(3,5-difluorophenyl)-N-[2-[(4-fluorophenyl)disulfanyl]ethyl]-2-hydroxyimino-propanamide

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: 400.45

Molecular Weight (Monoisotopic): 400.0527

AlogP: 4.03

#Rotatable Bonds: 8

Polar Surface Area: 61.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.24

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.23

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: -0.34

References

1. Nicolaou KC..  (2005)  Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry.,  48  (18): [PMID:16134928] [10.1021/jm050524f]

2. Nicolaou KC..  (2005)  Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry.,  48  (18): [PMID:16134928] [10.1021/jm050524f]

Source

Source(1):

• Scientific Literature