N-[4-(Diethylamino)phenyl]-3-methyl-5-(4-methyl-1,2,3-thiadiazol-5-yl)isoxazole-4-carboxamide

ID: ALA4584664

PubChem CID: 155561864

Max Phase: Preclinical

Molecular Formula: C18H21N5O2S

Molecular Weight: 371.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2c(C)noc2-c2snnc2C)cc1

Standard InChI:  InChI=1S/C18H21N5O2S/c1-5-23(6-2)14-9-7-13(8-10-14)19-18(24)15-11(3)21-25-16(15)17-12(4)20-22-26-17/h7-10H,5-6H2,1-4H3,(H,19,24)

Standard InChI Key:  TXSINWFEQCCLEF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.2425  -11.1346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364  -11.9518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0112  -12.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983  -11.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0211  -10.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779  -10.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -9.8649    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -9.0477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2872   -8.7897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8023   -9.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9851   -9.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3155  -11.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7198  -12.2677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5370  -12.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9390  -12.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7554  -12.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1691  -12.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7603  -11.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452  -11.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862  -12.2851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3915  -12.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2087  -12.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3981  -11.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2153  -11.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7283  -10.8523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2568  -12.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  2  0
 10 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
  3 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4584664

   ---

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: 371.47

Molecular Weight (Monoisotopic): 371.1416

AlogP: 3.91

#Rotatable Bonds: 6

Polar Surface Area: 84.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.58

CX Basic pKa: 5.42

CX LogP: 2.67

CX LogD: 2.66

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -2.10

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