3,6-Dimethyl-9-(2-fluoro-3-chloro-5-trifluoromethylphenyl)-3,4,6,7-tetrahydroacridine-1,8-(2H,5H,9H,10H)-dione

ID: ALA2263266

PubChem CID: 76330366

Max Phase: Preclinical

Molecular Formula: C22H20ClF4NO2

Molecular Weight: 441.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CC(=O)C2=C(C1)NC1=C(C(=O)CC(C)C1)C2c1cc(C(F)(F)F)cc(Cl)c1F

Standard InChI:  InChI=1S/C22H20ClF4NO2/c1-9-3-14-19(16(29)5-9)18(20-15(28-14)4-10(2)6-17(20)30)12-7-11(22(25,26)27)8-13(23)21(12)24/h7-10,18,28H,3-6H2,1-2H3

Standard InChI Key:  OPNJMNJLMLMZDZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.1458   -4.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8575   -5.2018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8554   -3.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2806   -3.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2791   -2.7246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4320   -2.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5701   -2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8514   -1.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1350   -1.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1404   -2.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3351   -2.1046    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4104   -1.0843    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2892   -1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2874   -0.2372    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0122   -1.4861    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0113   -0.6540    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  2 18  1  0
 19 20  2  0
 20 21  1  0
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 24 19  1  0
  8 19  1  0
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 21 27  1  0
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 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2263266

   9-[3-Chloro-2-fluoro-5-(trifluoromethyl)phenyl]-3,6-dimethyl-2,3,4,5,6,7,9,10-octahydroacridine-1,8-dione

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: 441.85

Molecular Weight (Monoisotopic): 441.1119

AlogP: 5.69

#Rotatable Bonds: 1

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -0.65

References

1. Gozde Gunduz M, Evrim Dogan A, Simsek R, Erol K, Safak C.  (2009)  Substituted 9-aryl-1,8-acridinedione derivatives and their effects on potassium channels,  18  (4): [10.1007/s00044-008-9129-9]

Source

Source(1):

• Scientific Literature