rac-3-(2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)propoxy)propanenitrile

ID: ALA2269572

PubChem CID: 10568043

Max Phase: Preclinical

Molecular Formula: C14H14Cl2N4O

Molecular Weight: 325.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CCCOCC(Cn1cncn1)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C14H14Cl2N4O/c15-12-2-3-13(14(16)6-12)11(8-21-5-1-4-17)7-20-10-18-9-19-20/h2-3,6,9-11H,1,5,7-8H2

Standard InChI Key:  KPPBDKJNTNUFHY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   12.6561  -27.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6550  -28.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3697  -28.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0861  -28.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0832  -27.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3679  -27.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3655  -26.4438    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9402  -28.9207    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.7961  -27.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5121  -27.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5152  -28.4974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8491  -28.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1071  -29.7693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9332  -29.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1830  -28.9777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7930  -26.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5059  -26.0227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5028  -25.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2157  -24.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9316  -25.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6454  -25.5980    0.0000 N   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
  6  7  1  0
  2  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 12 13  2  0
 11 12  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269572

   3-[2-(2,4-Dichlorophenyl)-3-(1,2,4-triazol-1-yl)propoxy]propanenitrile

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: 325.20

Molecular Weight (Monoisotopic): 324.0545

AlogP: 3.30

#Rotatable Bonds: 7

Polar Surface Area: 63.73

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.05

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.73

Np Likeness Score: -1.50

References

1. Arnoldi A, Carzaniga R, Morini G, Merlini L, Farina G..  (2000)  Synthesis, fungicidal activity, and QSAR of a series of 2-dichlorophenyl-3-triazolylpropyl ethers.,  48  (6): [PMID:10888582] [10.1021/jf9906432]

Source

Source(1):

• Scientific Literature