(Z)-1-(2,4-Difluorophenyl)-3-(4-methoxyphenyl)-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-one

ID: ALA3099075

PubChem CID: 76310038

Max Phase: Preclinical

Molecular Formula: C18H13F2N3O2

Molecular Weight: 341.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(/C(=O)c2ccc(F)cc2F)n2cncn2)cc1

Standard InChI:  InChI=1S/C18H13F2N3O2/c1-25-14-5-2-12(3-6-14)8-17(23-11-21-10-22-23)18(24)15-7-4-13(19)9-16(15)20/h2-11H,1H3/b17-8-

Standard InChI Key:  YTPIMXUVVFPPPN-IUXPMGMMSA-N

Molfile:  

     RDKit          2D

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   11.4200   -6.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7055   -6.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9911   -6.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4200   -5.2852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7055   -7.3477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3730   -7.8326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1180   -8.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2930   -8.6172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0381   -7.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2766   -6.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2766   -7.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5621   -7.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8476   -7.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8476   -6.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5621   -6.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1332   -7.7602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4187   -7.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1345   -6.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8489   -6.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5634   -6.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5634   -7.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8489   -7.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1345   -7.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2779   -7.7602    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8489   -5.2852    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  5  9  1  0
  2  5  1  0
 10 11  1  0
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 14 15  1  0
 10 15  2  0
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  3 10  1  0
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 19 25  1  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3099075

   (Z)-1-(2,4-difluorophenyl)-3-(4-methoxyphenyl)-2-(1,2,4-triazol-1-yl)prop-2-en-1-one

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: 341.32

Molecular Weight (Monoisotopic): 341.0976

AlogP: 3.45

#Rotatable Bonds: 5

Polar Surface Area: 57.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.49

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.53

Np Likeness Score: -1.25

References

1. Yin BT, Yan CY, Peng XM, Zhang SL, Rasheed S, Geng RX, Zhou CH..  (2014)  Synthesis and biological evaluation of α-triazolyl chalcones as a new type of potential antimicrobial agents and their interaction with calf thymus DNA and human serum albumin.,  71  [PMID:24291568] [10.1016/j.ejmech.2012.09.047]

Source

Source(1):

• Scientific Literature