US8889672, 268-044-002

ID: ALA3702545

PubChem CID: 71009744

Max Phase: Preclinical

Molecular Formula: C19H16N2O3S

Molecular Weight: 352.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc(-c2csc(N)c2C(=O)OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C19H16N2O3S/c20-17(22)14-8-6-13(7-9-14)15-11-25-18(21)16(15)19(23)24-10-12-4-2-1-3-5-12/h1-9,11H,10,21H2,(H2,20,22)

Standard InChI Key:  RSQKRFLIPSAOAW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    3.6375   -0.9049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   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
   -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
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9492    0.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9546    1.9903    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2067    3.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965    4.3860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    2.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6175    3.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8577    5.1501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1936    3.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9299    4.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3537    4.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4781    5.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9002    4.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1979    3.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0736    2.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6516    2.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 10  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3702545

   Benzyl 2-amino-4-(4-carbamoylphenyl)thiophene-3-carboxylate

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: 352.42

Molecular Weight (Monoisotopic): 352.0882

AlogP: 3.45

#Rotatable Bonds: 5

Polar Surface Area: 95.41

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -0.91

References

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

Source

Source(1):

• BindingDB Database