7-(2-(1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethoxy)ethoxy)-4-methyl-2H-chromen-2-one

ID: ALA4280232

PubChem CID: 145981223

Max Phase: Preclinical

Molecular Formula: C22H19F2N3O4

Molecular Weight: 427.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)oc2cc(OCCOC(Cn3cncn3)c3ccc(F)cc3F)ccc12

Standard InChI:  InChI=1S/C22H19F2N3O4/c1-14-8-22(28)31-20-10-16(3-5-17(14)20)29-6-7-30-21(11-27-13-25-12-26-27)18-4-2-15(23)9-19(18)24/h2-5,8-10,12-13,21H,6-7,11H2,1H3

Standard InChI Key:  QHLGTQSOGJOHSC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    4.2331  -12.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2320  -13.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9400  -13.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6497  -13.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6469  -12.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9382  -12.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9398  -14.4562    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3530  -11.9957    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9358  -11.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6423  -10.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3512  -11.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2269  -10.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5228  -12.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206  -11.1931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470  -10.9440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2709  -11.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505  -12.2591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0577  -10.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7666  -11.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4731  -10.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1803  -11.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1704   -9.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4673   -9.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8843   -9.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8846  -10.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5892  -11.1703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2981  -10.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2978   -9.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5887   -9.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5873   -8.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0054  -11.1727    0.0000 O   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
  3  7  1  0
  5  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 14  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 25  1  0
 24 22  1  0
 22 23  2  0
 23 20  1  0
 24 25  2  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 27 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4280232

   ---

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: 427.41

Molecular Weight (Monoisotopic): 427.1344

AlogP: 3.81

#Rotatable Bonds: 8

Polar Surface Area: 79.38

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.01

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.31

Np Likeness Score: -1.25

References

1. Zhang Y, Damu GLV, Cui SF, Mi JL, Tangadanchu VKR, Zhou CH..  (2017)  Discovery of potential antifungal triazoles: design, synthesis, biological evaluation, and preliminary antifungal mechanism exploration.,  8  (8): [PMID:30108874] [10.1039/C7MD00112F]

Source

Source(1):

• Scientific Literature