US9102686, 33

ID: ALA3697527

PubChem CID: 90413982

Max Phase: Preclinical

Molecular Formula: C21H17ClF3N5O

Molecular Weight: 447.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cccc(C(F)(F)F)c1Cl)N1[C@H]2CCC[C@@H]1c1nnc(-c3ccccn3)n1C2

Standard InChI:  InChI=1S/C21H17ClF3N5O/c22-17-13(6-4-7-14(17)21(23,24)25)20(31)30-12-5-3-9-16(30)19-28-27-18(29(19)11-12)15-8-1-2-10-26-15/h1-2,4,6-8,10,12,16H,3,5,9,11H2/t12-,16+/m0/s1

Standard InChI Key:  GJFWSWDCNPBEIO-BLLLJJGKSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  1  0  0  0  0  0999 V2000
   -1.1414   -6.3471    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -5.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293   -6.1694    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0548   -6.8559    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2849   -4.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430   -3.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705   -2.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5399   -1.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8183   -1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0473   -0.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1349   -1.4582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9184    0.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773    1.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5570    3.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3580    4.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8593    2.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598    1.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    2.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1582    3.2573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0783    3.8768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4796    3.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2258    4.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161    4.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7049    5.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2224    7.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7512    7.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2376    6.1852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196    2.5778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4579    1.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9457   -3.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322   -3.8167    0.0000 Cl  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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  6
 14 15  1  0
 15 16  1  0
 17 16  1  6
 17 12  1  0
 17 18  1  0
 18 19  2  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 26  1  0
 26 27  2  0
 27 22  1  0
 21 28  1  0
 28 18  1  0
 28 29  1  0
 29 13  1  0
  9 30  2  0
 30  5  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3697527

   [2-chloro-3-(trifluoromethyl)phenyl]-[(1R,8S)-5-pyridin-2-yl-3,4,6,12-tetrazatricyclo[6.3.1.02,6]dodeca-2,4-dien-12-yl]methanone

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: 447.85

Molecular Weight (Monoisotopic): 447.1074

AlogP: 4.76

#Rotatable Bonds: 2

Polar Surface Area: 63.91

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.26

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -1.36

References

1.  (2015)  5,6,7,8,9,10-hexahydro-6,10-epimino[1,2,4]triazolo[4,3-a]azocines as P2X7 modulators, 

Source

Source(1):

• BindingDB Database