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

ID: ALA266778

PubChem CID: 44264956

Max Phase: Preclinical

Molecular Formula: C16H13ClFNO2

Molecular Weight: 305.74

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H13ClFNO2/c1-9-3-5-11-14(7-9)19-15(20)16(11,18)12-8-10(21-2)4-6-13(12)17/h3-8H,1-2H3,(H,19,20)

Standard InChI Key:  IALVRCQSUFSTQQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.1500   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6375   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1500   -1.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6333   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6333   -2.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8042   -4.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3500   -3.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208   -3.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625   -2.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3500   -1.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9417   -3.4292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917   -5.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8458   -4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -2.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -4.7292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -5.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708   -4.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7875   -1.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -3.9750    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  3  1  0
  8  5  2  0
  9  3  2  0
 10  2  2  0
 11  6  2  0
  1 12  1  0
 13  7  2  0
 14  9  1  0
 15  8  1  0
 16 15  2  0
 17  7  1  0
 18 14  2  0
 19 14  1  0
 20 16  1  0
 21 19  1  0
  4  6  1  0
 11 16  1  0
 18 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA266778

   3-(2-chloro-5-methoxyphenyl)-3-fluoro-6-methyl-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: 305.74

Molecular Weight (Monoisotopic): 305.0619

AlogP: 3.82

#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: 11.70

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.92

Np Likeness Score: -0.44

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