US8785477, 3

ID: ALA3665963

PubChem CID: 76167527

Max Phase: Preclinical

Molecular Formula: C19H25F3N4O2

Molecular Weight: 398.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)N1CC2CCN(C(=O)CC(N)Cc3cc(F)c(F)cc3F)C2C1

Standard InChI:  InChI=1S/C19H25F3N4O2/c1-24(2)19(28)25-9-11-3-4-26(17(11)10-25)18(27)7-13(23)5-12-6-15(21)16(22)8-14(12)20/h6,8,11,13,17H,3-5,7,9-10,23H2,1-2H3

Standard InChI Key:  PASXLMSXGLCEQO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    1.7191   -4.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0157   -3.6164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -3.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6281   -2.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8218   -2.1229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.0323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4623    2.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258    1.2743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8515    0.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1024   -0.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9659    1.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3940    1.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6449    0.1838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5084    2.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9364    1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2477    0.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6741   -0.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9230   -1.2045    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7893    0.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9304    0.6013    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4781    2.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0517    2.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8028    4.0781    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
 12 13  1  0
 13  6  1  0
 11 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 20  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3665963

   1-[3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-N,N-dimethyl-2,3,3a,4,6,6a-hexahydropyrrolo[2,3-c]pyrrole-5-carboxamide

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: 398.43

Molecular Weight (Monoisotopic): 398.1930

AlogP: 1.58

#Rotatable Bonds: 4

Polar Surface Area: 69.88

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.78

CX LogP: 0.54

CX LogD: -0.85

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: -0.97

References

1.  (2014)  Hexahydropyrrolo[3,4-b]pyrrole derivatives, preparation methods and pharmaceutical uses thereof, 

Source

Source(1):

• BindingDB Database