US9102686, 9

ID: ALA3697517

PubChem CID: 90415880

Max Phase: Preclinical

Molecular Formula: C19H15ClF3N5OS

Molecular Weight: 453.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cccc(C(F)(F)F)c1Cl)N1[C@@H]2CCC[C@H]1c1nnc(-c3cscn3)n1C2

Standard InChI:  InChI=1S/C19H15ClF3N5OS/c20-15-11(4-2-5-12(15)19(21,22)23)18(29)28-10-3-1-6-14(28)17-26-25-16(27(17)7-10)13-8-30-9-24-13/h2,4-5,8-10,14H,1,3,6-7H2/t10-,14+/m1/s1

Standard InChI Key:  BASXUBNHRSXLCS-YGRLFVJLSA-N

Molfile:  

     RDKit          2D

 30 34  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
    1.7219    4.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259    5.9721    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068    6.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0889    6.2151    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  1
 14 15  1  0
 15 16  1  0
 17 16  1  1
 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  1  0
 25 26  2  0
 26 22  1  0
 21 27  1  0
 27 18  1  0
 27 28  1  0
 28 13  1  0
  9 29  2  0
 29  5  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3697517

   [2-chloro-3-(trifluoromethyl)phenyl]-[(1S,8R)-5-(1,3-thiazol-4-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: 453.88

Molecular Weight (Monoisotopic): 453.0638

AlogP: 4.82

#Rotatable Bonds: 2

Polar Surface Area: 63.91

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.29

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.52

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