1-(4-chloro-2-fluoro-5-(prop-2-ynyloxy)phenyl)-3,5-dimethyl-4-nitro-1H-pyrazole

ID: ALA2272831

Cas Number: 106082-26-2

PubChem CID: 184612

Max Phase: Preclinical

Molecular Formula: C14H11ClFN3O3

Molecular Weight: 323.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOc1cc(-n2nc(C)c([N+](=O)[O-])c2C)c(F)cc1Cl

Standard InChI:  InChI=1S/C14H11ClFN3O3/c1-4-5-22-13-7-12(11(16)6-10(13)15)18-9(3)14(19(20)21)8(2)17-18/h1,6-7H,5H2,2-3H3

Standard InChI Key:  ICQKSILUWVAZSW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    4.7710   -3.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5864   -3.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933   -2.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860   -1.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674   -1.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3642   -2.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3562   -1.2523    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8105   -2.6620    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5468   -2.6686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654   -2.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880   -2.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2918   -3.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0714   -3.3292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3163   -1.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332   -3.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6211   -1.7844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8757   -2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7035   -0.9714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9945   -4.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5853   -4.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7681   -4.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9509   -4.7804    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
 21 22  3  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2272831

   1-[4-Chloro-2-fluoro-5-(2-propyn-1-yloxy)phenyl]-3,5-dimethyl-4-nitro-1h-pyrazole

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: 323.71

Molecular Weight (Monoisotopic): 323.0473

AlogP: 3.20

#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: 3.15

CX LogD: 3.15

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: -2.33

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