SID26757366

ID: ALA2137654

Cas Number: 112281-77-3

PubChem CID: 80277

Product Number: T131851, Order Now?

Max Phase: Preclinical

Molecular Formula: C13H11Cl2F4N3O

Molecular Weight: 372.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)C(F)(F)OCC(Cn1cncn1)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C13H11Cl2F4N3O/c14-9-1-2-10(11(15)3-9)8(4-22-7-20-6-21-22)5-23-13(18,19)12(16)17/h1-3,6-8,12H,4-5H2

Standard InChI Key:  LQDARGUHUSPFNL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    1.4077    0.8967    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0213    3.3717    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0377   -2.2927    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8627   -0.8638    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -2.8158    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8792   -1.5783    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7357   -1.1658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5182   -0.3408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0031    0.3267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7877   -0.7533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0213    0.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0213    0.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4502   -1.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6932    1.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7357   -0.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6932   -0.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7357    1.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -1.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6932    2.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0213    2.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7357    2.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0031   -1.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7877    0.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0
  2 20  1  0
  3 13  1  0
  4 13  1  0
  5 18  1  0
  6 18  1  0
  7 13  1  0
  7 15  1  0
  8  9  1  0
  8 16  1  0
  8 22  1  0
  9 23  2  0
 10 22  2  0
 10 23  1  0
 11 12  1  0
 11 15  1  0
 11 16  1  0
 12 14  2  0
 12 17  1  0
 13 18  1  0
 14 19  1  0
 17 21  2  0
 19 20  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2137654

   TETRACONAZOLE

Molecule Features

Natural Product: Yes

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: 372.15

Molecular Weight (Monoisotopic): 371.0215

AlogP: 4.24

#Rotatable Bonds: 7

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: 2.05

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.50

References

1. PubChem BioAssay data set, 

2. Cohen R, Omari N, Porat A, Edelstein M..  (2012)  Management of Macrophomina wilt in melons using grafting or fungicide soil application: Pathological, horticultural and economical aspects,  35  [10.1016/j.cropro.2011.12.015]

3. Arnoldi A, Dallavalle S, Merlini L, Musso L, Farina G, Moretti M, Jayasinghe L..  (2007)  Synthesis and antifungal activity of a series of N-substituted [2-(2,4-dichlorophenyl)-3-(1,2,4-triazol-1-yl)]propylamines.,  55  (20): [PMID:17896810] [10.1021/jf071631g]

4. 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]

5. Angioni A, Barra A, Arlorio M, Coisson JD, Russo MT, Pirisi FM, Satta M, Cabras P..  (2003)  Chemical composition, plant genetic differences, and antifungal activity of the essential oil of Helichrysum italicum G. Don ssp. microphyllum (Willd) Nym.,  51  (4): [PMID:12568568] [10.1021/jf025940c]

6. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays