3-(1H-1,2,4-triazol-1-yl)chroman-4-one O-3,4-dichlorobenzyl oxime nitrate

ID: ALA3415639

PubChem CID: 118733381

Max Phase: Preclinical

Molecular Formula: C18H15Cl2N5O5

Molecular Weight: 389.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(CO/N=C2\c3ccccc3OCC2n2cncn2)cc1Cl.O=[N+]([O-])O

Standard InChI:  InChI=1S/C18H14Cl2N4O2.HNO3/c19-14-6-5-12(7-15(14)20)8-26-23-18-13-3-1-2-4-17(13)25-9-16(18)24-11-21-10-22-24;2-1(3)4/h1-7,10-11,16H,8-9H2;(H,2,3,4)/b23-18+;

Standard InChI Key:  SBRNHGNZOJUPMZ-XHMOQMQQSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   10.5704    2.3971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6098    2.9968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6098    4.1968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6493    2.3971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995    2.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926    1.4990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0328    2.9796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5005    3.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2485    1.9889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    0.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018    3.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049    5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2929    6.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2920    7.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5905    8.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8900    7.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    6.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925    5.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9307    5.4092    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9289    8.1092    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  2  0
  5  6  2  0
  6  7  1  0
  7 10  2  0
  9  8  2  0
  8  5  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 13 16  1  0
 15 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 27 29  1  0
 26 30  1  0
M  CHG  2   1  -1   2   1
M  END

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: 389.24

Molecular Weight (Monoisotopic): 388.0494

AlogP: 4.14

#Rotatable Bonds: 4

Polar Surface Area: 61.53

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.26

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -0.99

References

1. Emami S, Ghanbarimasir Z..  (2015)  Recent advances of chroman-4-one derivatives: synthetic approaches and bioactivities.,  93  [PMID:25743215] [10.1016/j.ejmech.2015.02.048]

Source

Source(1):

• Scientific Literature