3-(3,5-Difluoro-phenyl)-N-[2-(2,6-dimethyl-phenyldisulfanyl)-ethyl]-2-[(E)-hydroxyimino]-propionamide

ID: ALA194623

PubChem CID: 10873290

Max Phase: Preclinical

Molecular Formula: C19H20F2N2O2S2

Molecular Weight: 410.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C)c1SSCCNC(=O)/C(Cc1cc(F)cc(F)c1)=N/O

Standard InChI:  InChI=1S/C19H20F2N2O2S2/c1-12-4-3-5-13(2)18(12)27-26-7-6-22-19(24)17(23-25)10-14-8-15(20)11-16(21)9-14/h3-5,8-9,11,25H,6-7,10H2,1-2H3,(H,22,24)/b23-17+

Standard InChI Key:  JAZDFJOTLKXPCW-HAVVHWLPSA-N

Molfile:  

     RDKit          2D

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    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
    5.8750   -7.3375    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
   -0.5333   -4.6750    0.0000 C   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
    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
    5.2917   -6.7542    0.0000 S   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
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    4.4667   -6.7542    0.0000 S   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
    7.0375   -8.5042    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
    6.2375   -8.7167    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
    6.8750   -6.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -8.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3 13  1  0
  4  1  2  0
  5  1  1  0
  6  5  1  0
  7  9  1  0
  8  2  2  0
  9 16  2  0
 10 15  1  0
 11  3  2  0
 12  3  1  0
 13 17  1  0
 14  2  1  0
 15  6  2  0
 16  6  1  0
 17 21  1  0
 18  9  1  0
 19 10  1  0
 20  4  1  0
 21 23  1  0
 22 25  1  0
 23 14  1  0
 24 11  1  0
 25 12  2  0
 26 12  1  0
 27 11  1  0
 10  7  2  0
 24 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA194623

   (2E)-3-(3,5-difluorophenyl)-N-[2-[(2,6-dimethylphenyl)disulfanyl]ethyl]-2-hydroxyiminopropanamide

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: 410.51

Molecular Weight (Monoisotopic): 410.0934

AlogP: 4.51

#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: 8.27

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 5.12

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.22

Np Likeness Score: -0.25

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