US8889672, 194-094-008

ID: ALA3702548

PubChem CID: 71009772

Max Phase: Preclinical

Molecular Formula: C14H14Cl2N2OS

Molecular Weight: 329.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NC(=O)c1c(-c2ccc(Cl)c(Cl)c2)csc1N

Standard InChI:  InChI=1S/C14H14Cl2N2OS/c1-7(2)18-14(19)12-9(6-20-13(12)17)8-3-4-10(15)11(16)5-8/h3-7H,17H2,1-2H3,(H,18,19)

Standard InChI Key:  PZJLIRKPEYSJAF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.5299    3.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4277    3.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5660    3.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1277    1.5822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506    0.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3890    0.9663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1467   -1.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3702548

   2-amino-4-(3,4-dichlorophenyl)-N-propan-2-ylthiophene-3-carboxamide

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: 329.25

Molecular Weight (Monoisotopic): 328.0204

AlogP: 4.44

#Rotatable Bonds: 3

Polar Surface Area: 55.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 4.44

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: -1.50

References

1.  (2014)  Compounds, formulations, and methods of protein kinase C inhibition, 

Source

Source(1):

• BindingDB Database