US8785477, 12

ID: ALA3665965

PubChem CID: 76167612

Max Phase: Preclinical

Molecular Formula: C20H24F3N3O2

Molecular Weight: 395.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(CC(=O)N1CCC2CN(C(=O)C3CC3)CC21)Cc1cc(F)c(F)cc1F

Standard InChI:  InChI=1S/C20H24F3N3O2/c21-15-8-17(23)16(22)6-13(15)5-14(24)7-19(27)26-4-3-12-9-25(10-18(12)26)20(28)11-1-2-11/h6,8,11-12,14,18H,1-5,7,9-10,24H2

Standard InChI Key:  JDPDMRJABBIMFD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    3.5241   -4.3930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0102   -3.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1255   -2.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332   -2.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1470   -3.3397    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
   -1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7115    0.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1750   -1.0317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9615   -1.9133    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
   -4.5990   -1.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4922   -0.6962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9089   -2.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8899   -3.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4216   -4.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5026   -3.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3873   -4.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7773   -5.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590   -6.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1710   -8.0294    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1508   -6.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8562   -7.7470    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7608   -5.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8791   -4.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3672   -3.0962    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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 13  1  0
 13  6  1  0
 13  9  1  0
 11 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 16  1  0
  2 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:

   

   ALA3665965

   3-Amino-1-[5-(cyclopropanecarbonyl)-2,3,3a,4,6,6a-hexahydropyrrolo[2,3-c]pyrrol-1-yl]-4-(2,4,5-trifluorophenyl)butan-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: 395.43

Molecular Weight (Monoisotopic): 395.1821

AlogP: 1.83

#Rotatable Bonds: 5

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: 1.21

CX LogD: -0.18

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.77

Np Likeness Score: -1.02

References

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

Source

Source(1):

• BindingDB Database