(Z)-1-(4-Fluoro-2-(pyrrolidin-1-yl)phenyl)-3-phenyl-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-one

ID: ALA3099079

PubChem CID: 76313750

Max Phase: Preclinical

Molecular Formula: C21H19FN4O

Molecular Weight: 362.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C(=C/c1ccccc1)n1cncn1)c1ccc(F)cc1N1CCCC1

Standard InChI:  InChI=1S/C21H19FN4O/c22-17-8-9-18(19(13-17)25-10-4-5-11-25)21(27)20(26-15-23-14-24-26)12-16-6-2-1-3-7-16/h1-3,6-9,12-15H,4-5,10-11H2/b20-12-

Standard InChI Key:  ONWRWAOKEMCQKO-NDENLUEZSA-N

Molfile:  

     RDKit          2D

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    8.9352   -7.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2207   -7.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5063   -7.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9352   -6.4295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2207   -8.4920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8882   -8.9769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6332   -9.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8082   -9.7615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5533   -8.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7918   -7.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7918   -8.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0773   -8.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629   -8.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629   -7.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0773   -7.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6497   -7.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3642   -7.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0786   -7.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0786   -8.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3642   -8.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6497   -8.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3642   -6.4295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6967   -5.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9517   -5.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7767   -5.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0316   -5.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7931   -8.9045    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
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 13 14  2  0
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  3 10  1  0
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 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 22 26  1  0
 17 22  1  0
 19 27  1  0
  1 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3099079

   (Z)-1-[4-Fluoro-2-(pyrrolidin-1-yl)phenyl]-3-phenyl-2-(1H-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: 362.41

Molecular Weight (Monoisotopic): 362.1543

AlogP: 3.90

#Rotatable Bonds: 5

Polar Surface Area: 51.02

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.44

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.51

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