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

ID: ALA275699

PubChem CID: 44264967

Max Phase: Preclinical

Molecular Formula: C15H10ClFINO2

Molecular Weight: 417.61

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H10ClFINO2/c1-21-8-5-6-11(16)10(7-8)15(17)9-3-2-4-12(18)13(9)19-14(15)20/h2-7H,1H3,(H,19,20)

Standard InChI Key:  ZDPYQOLUKROVSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.1417   -3.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6292   -2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -1.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375   -2.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -4.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375   -2.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8042   -4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4250   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -2.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9417   -3.4500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -5.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -3.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8458   -4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250   -4.7542    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -0.9250    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -5.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708   -4.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -2.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -2.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -3.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  1  1  0
  6  4  1  0
  7  5  1  0
  8  5  2  0
  9  2  2  0
 10  6  2  0
  1 11  1  0
 12  7  2  0
 13  4  2  0
 14  8  1  0
 15  7  1  0
 16 10  1  0
 17 14  2  0
 18 14  1  0
 19 13  1  0
 20 19  2  0
 21 18  1  0
  3  6  1  0
 17 12  1  0
 10 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA275699

   3-(2-chloro-5-methoxyphenyl)-3-fluoro-7-iodo-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: 417.61

Molecular Weight (Monoisotopic): 416.9429

AlogP: 4.12

#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: 11.06

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.28

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: -0.53

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