N-[4-(Diethylamino)phenyl]-1-methyl-3-(5-methylisoxazol-3-yl)-1H-pyrazole-4-carboxamide

ID: ALA4584251

PubChem CID: 155566085

Max Phase: Preclinical

Molecular Formula: C19H23N5O2

Molecular Weight: 353.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2cn(C)nc2-c2cc(C)on2)cc1

Standard InChI:  InChI=1S/C19H23N5O2/c1-5-24(6-2)15-9-7-14(8-10-15)20-19(25)16-12-23(4)21-18(16)17-11-13(3)26-22-17/h7-12H,5-6H2,1-4H3,(H,20,25)

Standard InChI Key:  MFWITLJFMFWRHZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.7105  -18.9013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7075  -19.7226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874  -19.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9719  -19.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4922  -18.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7048  -17.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1882  -17.2227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6353  -16.5342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4282  -16.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4712  -17.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0090  -16.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7933  -19.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2045  -20.0289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0258  -20.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4305  -20.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2511  -20.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6662  -20.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2505  -19.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4313  -19.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875  -20.0337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8955  -20.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7168  -20.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8966  -19.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7179  -19.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2075  -18.6094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9962  -20.1333    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
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  9 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
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4584251

   ---

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: 353.43

Molecular Weight (Monoisotopic): 353.1852

AlogP: 3.48

#Rotatable Bonds: 6

Polar Surface Area: 76.19

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.42

CX LogP: 3.30

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -2.31

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