US9102686, 56

ID: ALA3697546

PubChem CID: 90414188

Max Phase: Preclinical

Molecular Formula: C19H15ClF3N5OS

Molecular Weight: 453.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2nnc3n2C[C@@H]2CC[C@H]3N2C(=O)c2cccc(C(F)(F)F)c2Cl)cs1

Standard InChI:  InChI=1S/C19H15ClF3N5OS/c1-9-24-13(8-30-9)16-25-26-17-14-6-5-10(7-27(16)17)28(14)18(29)11-3-2-4-12(15(11)20)19(21,22)23/h2-4,8,10,14H,5-7H2,1H3/t10-,14+/m0/s1

Standard InChI Key:  JUMJDQUEHOPYEX-IINYFYTJSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  1  0  0  0  0  0999 V2000
   -4.1760   -6.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555   -6.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443   -4.6616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6010   -4.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -5.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7672   -6.7255    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9019   -2.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5873   -2.7477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9648   -1.1746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4195   -0.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    1.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3634    0.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -0.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4818    0.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043   -1.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5731   -1.5521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3492    1.5312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7218    2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8776    3.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059    3.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8676    4.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971    6.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470    6.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0205    5.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1757    5.8136    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177    7.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4594    8.8295    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4730    8.3152    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6147    9.1535    0.0000 F   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  2  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  6
 12 13  1  0
 14 13  1  6
 14 15  1  0
 15 16  1  0
 16  7  1  0
 16 10  1  0
 14 17  1  0
 17 11  1  0
 17 18  1  0
 18 19  2  0
 18 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
 25 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3697546

   [2-chloro-3-(trifluoromethyl)phenyl]-[(1R,8S)-5-(2-methyl-1,3-thiazol-4-yl)-3,4,6,11-tetrazatricyclo[6.2.1.02,6]undeca-2,4-dien-11-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: 4.74

#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: 1.71

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.45

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