3-(2-Chloro-5-methoxy-phenyl)-3-fluoro-7-trifluoromethyl-1,3-dihydro-indol-2-one

ID: ALA7986

PubChem CID: 44264999

Max Phase: Preclinical

Molecular Formula: C16H10ClF4NO2

Molecular Weight: 359.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)c(C2(F)C(=O)Nc3c(C(F)(F)F)cccc32)c1

Standard InChI:  InChI=1S/C16H10ClF4NO2/c1-24-8-5-6-12(17)11(7-8)15(18)9-3-2-4-10(16(19,20)21)13(9)22-14(15)23/h2-7H,1H3,(H,22,23)

Standard InChI Key:  RYXGYTUHROHEBZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -0.5750   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -2.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -2.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5750   -2.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -3.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3125   -4.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -2.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875   -5.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1458   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -2.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2250   -3.8292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833   -0.5500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4125   -0.7500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7500   -0.7542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3333   -5.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625   -5.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7875   -2.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042   -5.1292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1625   -5.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3875   -5.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7875   -3.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125   -5.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  1  1  0
  4  3  1  0
  5  1  1  0
  6  1  1  0
  7  2  2  0
  8  7  1  0
  9  6  1  0
 10  6  2  0
 11  3  2  0
  1 12  1  0
 13  8  1  0
 14  8  1  0
 15  8  1  0
 16  9  2  0
 17  5  2  0
 18 10  1  0
 19 23  2  0
 20  9  1  0
 21 18  2  0
 22 18  1  0
 23 17  1  0
 24 22  1  0
  4  2  1  0
 21 16  1  0
 19  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA7986

   3-(2-chloro-5-methoxyphenyl)-3-fluoro-7-(trifluoromethyl)-1H-indol-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 359.71

Molecular Weight (Monoisotopic): 359.0336

AlogP: 4.53

#Rotatable Bonds: 2

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.60

References

1. Hewawasam P, Gribkoff VK, Pendri Y, Dworetzky SI, Meanwell NA, Martinez E, Boissard CG, Post-Munson DJ, Trojnacki JT, Yeleswaram K, Pajor LM, Knipe J, Gao Q, Perrone R, Starrett JE..  (2002)  The synthesis and characterization of BMS-204352 (MaxiPost) and related 3-fluorooxindoles as openers of maxi-K potassium channels.,  12  (7): [PMID:11909708] [10.1016/s0960-894x(02)00101-4]

Source

Source(1):

• Scientific Literature