N,N-Diethyl-4-(5-methyl-3-phenylisoxazole-4-carboxamido)-N-(prop-2-yn-1-yl)benzenaminium bromide

ID: ALA4454537

PubChem CID: 155523544

Max Phase: Preclinical

Molecular Formula: C24H26BrN3O2

Molecular Weight: 388.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CC[N+](CC)(CC)c1ccc(NC(=O)c2c(-c3ccccc3)noc2C)cc1.[Br-]

Standard InChI:  InChI=1S/C24H25N3O2.BrH/c1-5-17-27(6-2,7-3)21-15-13-20(14-16-21)25-24(28)22-18(4)29-26-23(22)19-11-9-8-10-12-19;/h1,8-16H,6-7,17H2,2-4H3;1H

Standard InChI Key:  LVAFLXHJBDRQQV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   37.5330   -3.8342    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   28.3980   -1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3969   -2.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1091   -3.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8229   -2.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8200   -1.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1073   -1.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1112   -4.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4459   -4.5115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6982   -5.2929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5196   -5.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7763   -4.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5577   -4.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1648   -4.8063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7277   -3.4518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0039   -5.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9462   -4.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5543   -5.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3351   -4.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5057   -4.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8895   -3.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1152   -3.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2868   -3.7942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8988   -4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4558   -2.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0773   -3.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2368   -2.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7298   -5.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6628   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2460   -4.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  4  8  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 25 27  1  0
 24 28  1  0
 26 29  1  0
 29 30  3  0
M  CHG  2   1  -1  23   1
M  END

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: 388.49

Molecular Weight (Monoisotopic): 388.2020

AlogP: 4.88

#Rotatable Bonds: 7

Polar Surface Area: 55.13

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: ┄

CX LogP: 0.66

CX LogD: 0.66

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.18

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