(E)-4-((3,4,5-trimethoxyphenyl)diazenyl)benzene-1,2-diol

ID: ALA4173242

PubChem CID: 145949707

Max Phase: Preclinical

Molecular Formula: C15H16N2O5

Molecular Weight: 304.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/N=N/c2ccc(O)c(O)c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C15H16N2O5/c1-20-13-7-10(8-14(21-2)15(13)22-3)17-16-9-4-5-11(18)12(19)6-9/h4-8,18-19H,1-3H3/b17-16+

Standard InChI Key:  HREOQXKSSXJSDK-WUKNDPDISA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    4.0639  -11.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628  -12.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7708  -12.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4805  -12.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4776  -11.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7690  -11.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1838  -11.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8930  -11.5184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5992  -11.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3069  -11.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0126  -11.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0099  -10.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2957   -9.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5929  -10.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2897   -9.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7155   -9.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3547  -12.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6473  -12.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7706  -13.5730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628  -13.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3561  -11.1189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3559  -10.3017    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  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 13 15  1  0
 12 16  1  0
  2 17  1  0
 17 18  1  0
  3 19  1  0
 19 20  1  0
  1 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4173242

   ---

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: 304.30

Molecular Weight (Monoisotopic): 304.1059

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 92.87

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.64

CX Basic pKa: 0.07

CX LogP: 3.30

CX LogD: 3.10

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: 0.15

References

1. Rastogi SK, Zhao Z, Barrett SL, Shelton SD, Zafferani M, Anderson HE, Blumenthal MO, Jones LR, Wang L, Li X, Streu CN, Du L, Brittain WJ..  (2018)  Photoresponsive azo-combretastatin A-4 analogues.,  143  [PMID:29172077] [10.1016/j.ejmech.2017.11.012]

Source

Source(1):

• Scientific Literature