US8785477, 20

ID: ALA3665967

PubChem CID: 76167885

Max Phase: Preclinical

Molecular Formula: C21H28F3N3O2

Molecular Weight: 411.47

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H28F3N3O2/c1-21(2,3)20(29)26-10-12-4-5-27(18(12)11-26)19(28)8-14(25)6-13-7-16(23)17(24)9-15(13)22/h7,9,12,14,18H,4-6,8,10-11,25H2,1-3H3

Standard InChI Key:  FAWFCXIXFONRRV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  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 C   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
    0.5255   -4.7117    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
  2  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
 13 14  1  0
 14  7  1  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 21  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3665967

   1-[1-[3-Amino-4-(2,4,5-trifluorophenyl)butanoyl]-2,3,3a,4,6,6a-hexahydropyrrolo[2,3-c]pyrrol-5-yl]-2,2-dimethylpropan-1-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: 411.47

Molecular Weight (Monoisotopic): 411.2134

AlogP: 2.47

#Rotatable Bonds: 4

Polar Surface Area: 66.64

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.78

CX LogP: 2.23

CX LogD: 0.84

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.77

Np Likeness Score: -0.93

References

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

Source

Source(1):

• BindingDB Database