N-[4-(Diethylamino)phenyl]-5-methyl-3-phenylisoxazole-4-carbothioamide

ID: ALA4555416

PubChem CID: 155557188

Max Phase: Preclinical

Molecular Formula: C21H23N3OS

Molecular Weight: 365.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=S)c2c(-c3ccccc3)noc2C)cc1

Standard InChI:  InChI=1S/C21H23N3OS/c1-4-24(5-2)18-13-11-17(12-14-18)22-21(26)19-15(3)25-23-20(19)16-9-7-6-8-10-16/h6-14H,4-5H2,1-3H3,(H,22,26)

Standard InChI Key:  HFQCGCHUFPPBII-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   28.6183   -3.3415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6121   -4.1628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3910   -4.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8823   -3.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4010   -3.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6125   -2.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0307   -1.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2464   -0.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0400   -0.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6161   -1.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4093   -2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6994   -3.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1028   -4.4804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9199   -4.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3213   -5.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1377   -5.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5524   -4.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1447   -3.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3296   -3.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3696   -4.5055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7738   -5.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7825   -3.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5997   -3.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5910   -5.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6357   -5.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1133   -3.0651    0.0000 S   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
 20 22  1  0
 22 23  1  0
 21 24  1  0
  3 25  1  0
 12 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555416

   ---

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: 365.50

Molecular Weight (Monoisotopic): 365.1562

AlogP: 5.28

#Rotatable Bonds: 6

Polar Surface Area: 41.30

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.15

CX Basic pKa: 5.64

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -1.65

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