1-(4-chloro-2-fluoro-5-isopropoxyphenyl)-3,5-dimethyl-4-nitro-1H-pyrazole

ID: ALA2272830

PubChem CID: 13921185

Max Phase: Preclinical

Molecular Formula: C14H15ClFN3O3

Molecular Weight: 327.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(-c2cc(OC(C)C)c(Cl)cc2F)c(C)c1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H15ClFN3O3/c1-7(2)22-13-6-12(11(16)5-10(13)15)18-9(4)14(19(20)21)8(3)17-18/h5-7H,1-4H3

Standard InChI Key:  BTAFBXPRXWCTND-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   11.7625   -3.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5780   -3.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9849   -2.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5775   -2.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7590   -2.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3557   -2.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3477   -1.3761    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8021   -2.7858    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.5383   -2.7924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0569   -2.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2795   -2.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2833   -3.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0629   -3.4530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3078   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6248   -3.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6126   -1.9082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8673   -2.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6950   -1.0952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9860   -4.1981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5768   -4.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7597   -4.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9849   -5.6135    0.0000 C   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
  5  7  1  0
  3  8  1  0
 10 11  2  0
  9 10  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  6  9  1  0
 10 14  1  0
 12 15  1  0
 16 17  2  0
 16 18  1  0
 11 16  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2272830

   1-(2-Fluoro-4-chloro-5-isopropoxyphenyl)-3,5-dimethyl-4-nitropyrazole

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: 327.74

Molecular Weight (Monoisotopic): 327.0786

AlogP: 3.98

#Rotatable Bonds: 4

Polar Surface Area: 70.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.87

CX LogP: 3.69

CX LogD: 3.69

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.63

Np Likeness Score: -2.10

References

1. KOHNO H, OGINO C, IIDA T, TAKASUKA S, SATO Y, NICOLAUS B, BOGER P, WAKABAYASHI K.  (1995)  Peroxidizing Phytotoxic Activity of Pyrazoles,  20  (2): [10.1584/jpestics.20.137]

Source

Source(1):

• Scientific Literature