US9173884, BC11-28-11

ID: ALA3944933

PubChem CID: 3391969

Max Phase: Preclinical

Molecular Formula: C24H17FN4

Molecular Weight: 380.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(-n2cc(-c3ccccc3)c3c(Nc4ccccc4)ncnc32)cc1

Standard InChI:  InChI=1S/C24H17FN4/c25-18-11-13-20(14-12-18)29-15-21(17-7-3-1-4-8-17)22-23(26-16-27-24(22)29)28-19-9-5-2-6-10-19/h1-16H,(H,26,27,28)

Standard InChI Key:  IHIAJFFBZBEPNG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   -3.7307   -6.9772    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -6.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -6.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -4.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327   -3.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175   -4.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8813   -1.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619   -2.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4015   -2.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7561   -0.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6713    0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2318    0.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972    1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915    3.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8863    5.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847    6.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883    5.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934    3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 18 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29  8  1  0
 29 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3944933

   7-(4-fluorophenyl)-N,5-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

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: 380.43

Molecular Weight (Monoisotopic): 380.1437

AlogP: 5.97

#Rotatable Bonds: 4

Polar Surface Area: 42.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.62

CX LogP: 6.22

CX LogD: 6.22

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -1.42

References

1.  (2015)  Inhibitors of phosphodiesterase 11 (PDE11), 

Source

Source(1):

• BindingDB Database