US9102686, 47

ID: ALA3697537

PubChem CID: 90414006

Max Phase: Preclinical

Molecular Formula: C18H13Cl2FN6O

Molecular Weight: 419.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(F)c(Cl)c1Cl)N1[C@H]2CC[C@@H]1c1nnc(-c3cnccn3)n1C2

Standard InChI:  InChI=1S/C18H13Cl2FN6O/c19-14-10(2-3-11(21)15(14)20)18(28)27-9-1-4-13(27)17-25-24-16(26(17)8-9)12-7-22-5-6-23-12/h2-3,5-7,9,13H,1,4,8H2/t9-,13+/m0/s1

Standard InChI Key:  MCTLJXIJKPVBNL-TVQRCGJNSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  1  0  0  0  0  0999 V2000
    1.3559    6.9688    0.0000 F   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
    0.8676    4.6772    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
   -1.6500    4.0353    0.0000 C   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
   -2.3492    1.5312    0.0000 N   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
   -2.2653   -0.2936    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
   -0.7970    1.1117    0.0000 C   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
    0.9648   -1.1746    0.0000 N   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
   -0.9019   -2.9994    0.0000 C   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
   -3.0822   -4.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6553   -5.9085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7415   -7.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2544   -6.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6812   -5.5151    0.0000 N   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
   -3.1043   -1.1117    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
   -0.9470    6.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434    7.6994    0.0000 Cl  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
  6  8  1  0
  8  9  1  0
  9 10  1  6
 10 11  1  0
 12 11  1  6
 12  8  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 16 23  1  0
 23 13  1  0
 23 24  1  0
 24  9  1  0
  5 25  1  0
 25 26  1  0
 25 27  2  0
 27  2  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3697537

   (2,3-dichloro-4-fluorophenyl)-[(1R,8S)-5-pyrazin-2-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: 419.25

Molecular Weight (Monoisotopic): 418.0512

AlogP: 3.54

#Rotatable Bonds: 2

Polar Surface Area: 76.80

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.04

CX LogP: 2.05

CX LogD: 2.05

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -1.43

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