US9102686, 27

ID: ALA3639963

PubChem CID: 90415663

Max Phase: Preclinical

Molecular Formula: C22H19ClF3N5O2

Molecular Weight: 477.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccnc(-c2nnc3n2C[C@H]2CCC[C@@H]3N2C(=O)c2cccc(C(F)(F)F)c2Cl)c1

Standard InChI:  InChI=1S/C22H19ClF3N5O2/c1-33-13-8-9-27-16(10-13)19-28-29-20-17-7-2-4-12(11-30(19)20)31(17)21(32)14-5-3-6-15(18(14)23)22(24,25)26/h3,5-6,8-10,12,17H,2,4,7,11H2,1H3/t12-,17+/m1/s1

Standard InChI Key:  SDWUWEKAOFIYDK-PXAZEXFGSA-N

Molfile:  

     RDKit          2D

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    0.2655    8.7333    0.0000 O   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
    2.2224    7.0209    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
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    0.2258    4.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2376    6.1852    0.0000 C   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
   -2.0783    3.8768    0.0000 N   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
   -0.4396    2.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8593    2.9775    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
    3.5570    3.4571    0.0000 C   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
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    0.5196    2.5778    0.0000 N   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
    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
    0.8183   -1.8126    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
   -1.7705   -2.0335    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
   -0.2849   -4.1649    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
   -0.1573   -5.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414   -6.3471    0.0000 F   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
  1  2  1  0
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  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
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 13 14  1  1
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 15 16  1  0
 17 16  1  1
 17 18  1  0
 18 19  1  0
 19  9  1  0
 19 12  1  0
 17 20  1  0
 20 13  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3639963

   [2-chloro-3-(trifluoromethyl)phenyl]-[(1S,8R)-5-(4-methoxypyridin-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: 477.87

Molecular Weight (Monoisotopic): 477.1179

AlogP: 4.77

#Rotatable Bonds: 3

Polar Surface Area: 73.14

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.09

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: -1.08

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