N-[4-(Diethylamino)phenyl]-5-methyl-4-phenylthiophene-3-carboxamide

ID: ALA4546520

PubChem CID: 155552532

Max Phase: Preclinical

Molecular Formula: C22H24N2OS

Molecular Weight: 364.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2csc(C)c2-c2ccccc2)cc1

Standard InChI:  InChI=1S/C22H24N2OS/c1-4-24(5-2)19-13-11-18(12-14-19)23-22(25)20-15-26-16(3)21(20)17-9-7-6-8-10-17/h6-15H,4-5H2,1-3H3,(H,23,25)

Standard InChI Key:  RGVBMJYUQNWWPK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   30.1302  -19.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1241  -20.1469    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.9030  -20.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3901  -19.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9129  -19.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1244  -18.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5426  -17.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7583  -16.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5520  -16.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1280  -17.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9212  -18.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2114  -19.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6198  -20.4670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4411  -20.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8432  -21.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6637  -21.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0815  -20.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6686  -19.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8494  -19.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9028  -20.4843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3081  -21.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1294  -21.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3147  -19.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1360  -19.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6283  -19.0433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4184  -18.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  6 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 12 25  2  0
  1 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546520

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.51

Molecular Weight (Monoisotopic): 364.1609

AlogP: 5.82

#Rotatable Bonds: 6

Polar Surface Area: 32.34

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.43

CX LogP: 5.96

CX LogD: 5.96

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -1.52

References

1. Jumppanen M, Kinnunen SM, Välimäki MJ, Talman V, Auno S, Bruun T, Boije Af Gennäs G, Xhaard H, Aumüller IB, Ruskoaho H, Yli-Kauhaluoma J..  (2019)  Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators.,  62  (17): [PMID:31431011] [10.1021/acs.jmedchem.9b01086]

Source

Source(1):

• Scientific Literature