3-(2-Chloro-5-methoxy-phenyl)-3,6-difluoro-1,3-dihydro-indol-2-one

ID: ALA266994

PubChem CID: 44264926

Max Phase: Preclinical

Molecular Formula: C15H10ClF2NO2

Molecular Weight: 309.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)c(C2(F)C(=O)Nc3cc(F)ccc32)c1

Standard InChI:  InChI=1S/C15H10ClF2NO2/c1-21-9-3-5-12(16)11(7-9)15(18)10-4-2-8(17)6-13(10)19-14(15)20/h2-7H,1H3,(H,19,20)

Standard InChI Key:  IAQIQCOVIUZNSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.2917   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500   -4.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -1.9167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875   -2.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875   -2.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083   -1.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9500   -4.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2750   -4.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042   -2.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875   -3.4542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375   -5.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208   -2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7000   -4.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -4.7667    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -5.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6333   -1.7667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5250   -4.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9333   -4.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  1  1  0
  6  5  1  0
  7  6  2  0
  8  3  1  0
  9  5  2  0
 10  3  2  0
 11  2  2  0
  1 12  1  0
 13  8  2  0
 14 16  2  0
 15 10  1  0
 16  9  1  0
 17  8  1  0
 18 15  2  0
 19 14  1  0
 20 15  1  0
 21 20  1  0
  4  6  1  0
  7 14  1  0
 18 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA266994

   3-(2-chloro-5-methoxyphenyl)-3,6-difluoro-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: 309.70

Molecular Weight (Monoisotopic): 309.0368

AlogP: 3.65

#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: 11.41

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.92

Np Likeness Score: -0.58

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