1-(2-(3,4-dichlorobenzyloxy)-2-(2,4-difluorophenyl)ethyl)-1H-1,2,4-triazole

ID: ALA4277286

PubChem CID: 145984178

Max Phase: Preclinical

Molecular Formula: C17H13Cl2F2N3O

Molecular Weight: 384.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(C(Cn2cncn2)OCc2ccc(Cl)c(Cl)c2)c(F)c1

Standard InChI:  InChI=1S/C17H13Cl2F2N3O/c18-14-4-1-11(5-15(14)19)8-25-17(7-24-10-22-9-23-24)13-3-2-12(20)6-16(13)21/h1-6,9-10,17H,7-8H2

Standard InChI Key:  VSSAHLRMVWZOBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   19.3512   -4.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3500   -5.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0581   -5.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7677   -5.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7649   -4.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0563   -3.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0579   -6.4246    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.4711   -3.9641    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.0538   -3.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7603   -2.7422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4692   -3.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1757   -2.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8827   -3.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5887   -2.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5867   -1.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8728   -1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1698   -1.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2927   -1.5069    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.3449   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6409   -3.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6387   -3.1615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8650   -2.9124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3889   -3.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8685   -4.2275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2975   -3.1435    0.0000 Cl  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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
  9 19  1  0
 19 21  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  2  0
 14 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4277286

   ---

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: 384.21

Molecular Weight (Monoisotopic): 383.0404

AlogP: 4.82

#Rotatable Bonds: 6

Polar Surface Area: 39.94

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.01

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -1.67

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