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

ID: ALA4440900

PubChem CID: 155514598

Max Phase: Preclinical

Molecular Formula: C19H23N5O2S

Molecular Weight: 385.49

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H23N5O2S/c1-6-24(11(2)3)15-9-7-14(8-10-15)20-19(25)16-12(4)22-26-17(16)18-13(5)21-23-27-18/h7-11H,6H2,1-5H3,(H,20,25)

Standard InChI Key:  DRMCOLZWTPQOAS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.9371  -28.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9310  -28.8847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7099  -29.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2011  -28.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7198  -27.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9313  -27.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4173  -26.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8622  -25.7101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6511  -25.9215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6938  -26.7372    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.0183  -28.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4321  -27.7870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4216  -29.2024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2388  -29.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6402  -29.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4566  -29.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8713  -29.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4636  -28.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6485  -28.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6884  -29.2275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0927  -29.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9099  -29.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1013  -28.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9185  -28.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9546  -29.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6798  -30.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6013  -26.4379    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
  6  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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  4 11  1  0
 11 12  2  0
 11 13  1  0
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 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
  3 25  1  0
 21 26  1  0
  7 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4440900

   ---

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: 385.49

Molecular Weight (Monoisotopic): 385.1572

AlogP: 4.30

#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: 3.08

CX LogD: 3.08

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: -2.09

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