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

ID: ALA7662

Cas Number: 183720-28-7

PubChem CID: 9885204

Max Phase: Preclinical

Molecular Formula: C16H10ClF4NO2

Molecular Weight: 359.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1C1(F)C(=O)Nc2cc(C(F)(F)F)ccc21

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

Standard InChI Key:  ULYONBAOIMCNEH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.6167   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -2.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750   -4.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -2.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292   -3.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292   -2.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -2.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -1.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750   -4.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0417   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -2.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4125   -3.5667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -1.4875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -1.0042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1125   -2.1667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -5.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250   -4.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -5.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000   -4.8250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1000   -4.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5042   -5.5792    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  8  1  0
  8 14  2  0
  9  6  2  0
 10  5  2  0
 11  3  1  0
 12  3  2  0
 13  2  2  0
 14 10  1  0
  1 15  1  0
 16  7  1  0
 17  7  1  0
 18  7  1  0
 19 11  2  0
 20 12  1  0
 21 20  2  0
 22 20  1  0
 23 11  1  0
 24 23  1  0
  4  6  1  0
  9  8  1  0
 21 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA7662

   3-(5-Chloro-2-methoxyphenyl)-3-fluoro-6-(trifluoromethyl)indolin-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: 11.56

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.65

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]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data