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

ID: ALA4460198

PubChem CID: 52639089

Max Phase: Preclinical

Molecular Formula: C15H17N3O3S

Molecular Weight: 319.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2csc([N+](=O)[O-])c2)cc1

Standard InChI:  InChI=1S/C15H17N3O3S/c1-3-17(4-2)13-7-5-12(6-8-13)16-15(19)11-9-14(18(20)21)22-10-11/h5-10H,3-4H2,1-2H3,(H,16,19)

Standard InChI Key:  ZBIXVVZVDDZSBY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    3.7571  -25.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7510  -26.0128    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299  -26.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0211  -25.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5398  -24.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8424  -25.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2467  -26.3287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0681  -26.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4742  -27.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2947  -27.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7084  -26.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2997  -25.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4804  -25.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5297  -26.3461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9391  -27.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7604  -27.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9457  -25.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7670  -25.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2552  -24.9092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0980  -24.7019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483  -25.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912  -23.8900    0.0000 O   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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
  6 19  2  0
 20 21  2  0
 20 22  1  0
  1 20  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4460198

   N-[4-(diethylamino)phenyl]-5-nitrothiophene-3-carboxamide

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: 319.39

Molecular Weight (Monoisotopic): 319.0991

AlogP: 3.75

#Rotatable Bonds: 6

Polar Surface Area: 75.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.61

CX Basic pKa: 5.43

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: -2.20

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