rac-4-(3-((2-Ethylhexyl)oxy)phenyl)-1H-1,2,3-triazole

ID: ALA4210166

PubChem CID: 145966376

Max Phase: Preclinical

Molecular Formula: C16H23N3O

Molecular Weight: 273.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC(CC)COc1cccc(-c2c[nH]nn2)c1

Standard InChI:  InChI=1S/C16H23N3O/c1-3-5-7-13(4-2)12-20-15-9-6-8-14(10-15)16-11-17-19-18-16/h6,8-11,13H,3-5,7,12H2,1-2H3,(H,17,18,19)

Standard InChI Key:  YDGOZDWIUGCQCA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.1795  -17.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1783  -18.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864  -18.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5960  -18.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5932  -17.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8846  -16.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790  -16.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386  -15.5338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2838  -14.7573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666  -14.7598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2165  -15.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3044  -18.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0114  -18.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7198  -18.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7211  -19.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4269  -18.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1352  -18.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8423  -18.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5506  -18.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4294  -19.6884    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
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  6  7  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4210166

   ---

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: 273.38

Molecular Weight (Monoisotopic): 273.1841

AlogP: 4.07

#Rotatable Bonds: 8

Polar Surface Area: 50.80

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.03

CX Basic pKa: 0.09

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -0.56

References

1. Bi F, Ji S, Venter H, Liu J, Semple SJ, Ma S..  (2018)  Substitution of terminal amide with 1H-1,2,3-triazole: Identification of unexpected class of potent antibacterial agents.,  28  (5): [PMID:29433923] [10.1016/j.bmcl.2018.02.001]

Source

Source(1):

• Scientific Literature