N-(4-isopropylphenyl)-4,5-dihydrothieno[2,3-g][1,2]benzoxazole-3-carboxamide

ID: ALA4467270

PubChem CID: 20943550

Max Phase: Preclinical

Molecular Formula: C19H18N2O2S

Molecular Weight: 338.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(NC(=O)c2noc3c2CCc2sccc2-3)cc1

Standard InChI:  InChI=1S/C19H18N2O2S/c1-11(2)12-3-5-13(6-4-12)20-19(22)17-15-7-8-16-14(9-10-24-16)18(15)23-21-17/h3-6,9-11H,7-8H2,1-2H3,(H,20,22)

Standard InChI Key:  LBLXTRVIKNEYPL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.9134  -12.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6187  -11.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3240  -12.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3285  -12.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1037  -13.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5784  -12.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0965  -11.8330    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.6187  -13.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9113  -12.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3117  -13.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6486  -14.1988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4563  -14.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5109  -13.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2519  -12.5205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9692  -13.9074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4512  -12.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1962  -11.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3963  -11.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8536  -12.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1165  -12.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9158  -12.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0527  -11.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7926  -11.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5118  -12.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  1  2  1  0
  8  4  1  0
  3  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  3  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4467270

   N-(4-isopropylphenyl)-4,5-dihydrothieno[2,3-g][1,2]benzisoxazole-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: 338.43

Molecular Weight (Monoisotopic): 338.1089

AlogP: 4.88

#Rotatable Bonds: 3

Polar Surface Area: 55.13

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.56

CX Basic pKa: ┄

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -1.63

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