SID7972533

ID: ALA1604981

PubChem CID: 2832588

Max Phase: Preclinical

Molecular Formula: C22H22F3N3O2

Molecular Weight: 417.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(N2C(=O)CC(N3CCN(c4cccc(C(F)(F)F)c4)CC3)C2=O)c1

Standard InChI:  InChI=1S/C22H22F3N3O2/c1-15-4-2-7-18(12-15)28-20(29)14-19(21(28)30)27-10-8-26(9-11-27)17-6-3-5-16(13-17)22(23,24)25/h2-7,12-13,19H,8-11,14H2,1H3

Standard InChI Key:  IMZFILKRCAUDQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    1.8103   -5.6432    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.9090    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0761   -6.5499    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0362   -1.5252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9403   -1.5252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4882   -1.2952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5908   -3.2322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209   -4.5670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0757   -2.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208   -1.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1557   -1.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -2.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4882   -0.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360   -5.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7703   -3.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264   -3.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854   -3.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414   -4.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027   -0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1694   -5.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7737   -0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155   -5.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9899   -5.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027    0.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716   -5.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1662   -6.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7737    0.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867   -6.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4882    1.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9172    1.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0
  2 23  1  0
  3 23  1  0
  4 10  2  0
  5 11  2  0
  6 10  1  0
  6 11  1  0
  6 13  1  0
  7  9  1  0
  7 15  1  0
  7 16  1  0
  8 14  1  0
  8 17  1  0
  8 18  1  0
  9 10  1  0
  9 12  1  0
 11 12  1  0
 13 19  2  0
 13 21  1  0
 14 22  1  0
 14 25  2  0
 15 17  1  0
 16 18  1  0
 19 24  1  0
 20 22  2  0
 20 23  1  0
 20 26  1  0
 21 27  2  0
 24 29  2  0
 24 30  1  0
 25 28  1  0
 26 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604981

   1-(3-Methylphenyl)-3-{4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}pyrrolidine-2,5-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: 417.43

Molecular Weight (Monoisotopic): 417.1664

AlogP: 3.47

#Rotatable Bonds: 3

Polar Surface Area: 43.86

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.79

CX Basic pKa: 6.19

CX LogP: 4.01

CX LogD: 3.99

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.72

Np Likeness Score: -1.52

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Salo HS, Laitinen T, Poso A, Jarho E, Lahtela-Kakkonen M..  (2013)  Identification of novel SIRT3 inhibitor scaffolds by virtual screening.,  23  (10): [PMID:23562596] [10.1016/j.bmcl.2013.03.033]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays