US9162991, 32a

ID: ALA3942712

PubChem CID: 14896985

Max Phase: Preclinical

Molecular Formula: C14H10N4O4

Molecular Weight: 298.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc([N+](=O)[O-])cc1)n1nnc2ccccc21

Standard InChI:  InChI=1S/C14H10N4O4/c19-14(17-13-4-2-1-3-12(13)15-16-17)9-22-11-7-5-10(6-8-11)18(20)21/h1-8H,9H2

Standard InChI Key:  DKRMPCOZBHTYLC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -1.8631   -3.8341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6890   -4.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2234   -5.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256   -6.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7600   -8.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7600   -9.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2918  -10.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1764  -10.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1765   -9.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083   -8.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478  -12.3277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8227  -12.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1507  -13.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
  2 14  1  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 14  1  0
 22 17  1  0
M  CHG  2  11   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3942712

   1-(Benzotriazol-1-yl)-2-(4-nitrophenoxy)ethanone

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: 298.26

Molecular Weight (Monoisotopic): 298.0702

AlogP: 2.06

#Rotatable Bonds: 4

Polar Surface Area: 100.15

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.40

CX Basic pKa: ┄

CX LogP: 2.08

CX LogD: 2.08

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.54

Np Likeness Score: -2.00

References

1.  (2015)  Cinnamoyl inhibitors of transglutaminase, 

Source

Source(1):

• BindingDB Database