US9102686, 50

ID: ALA3697540

PubChem CID: 90414880

Max Phase: Preclinical

Molecular Formula: C19H13ClF4N6O

Molecular Weight: 452.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cccc(C(F)(F)F)c1Cl)N1[C@H]2CC[C@@H]1c1nnc(-c3ncc(F)cn3)n1C2

Standard InChI:  InChI=1S/C19H13ClF4N6O/c20-14-11(2-1-3-12(14)19(22,23)24)18(31)30-10-4-5-13(30)16-27-28-17(29(16)8-10)15-25-6-9(21)7-26-15/h1-3,6-7,10,13H,4-5,8H2/t10-,13+/m0/s1

Standard InChI Key:  PGNGAKNDIHFQII-GXFFZTMASA-N

Molfile:  

     RDKit          2D

 31 35  0  0  1  0  0  0  0  0999 V2000
   -3.2000   -8.2069    0.0000 F   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
   -3.6553   -5.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0822   -4.5223    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
   -0.6812   -5.5151    0.0000 N   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
   -0.9019   -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  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  6
 13 14  1  0
 15 14  1  6
 15 16  1  0
 16 17  1  0
 17  8  1  0
 17 11  1  0
 15 18  1  0
 18 12  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3697540

   [2-chloro-3-(trifluoromethyl)phenyl]-[(1R,8S)-5-(5-fluoropyrimidin-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: 452.80

Molecular Weight (Monoisotopic): 452.0775

AlogP: 3.91

#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: 0.67

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -1.34

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