4-[(tert-butylamino)methyl]-1-(4-chlorophenyl)-3-ethoxycarbonyl-5-(4-nitrophenyl)-1H-pyrazole chloride

ID: ALA4740598

PubChem CID: 162645171

Max Phase: Preclinical

Molecular Formula: C23H26Cl2N4O4

Molecular Weight: 456.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1nn(-c2ccc(Cl)cc2)c(-c2ccc([N+](=O)[O-])cc2)c1CNC(C)(C)C.Cl

Standard InChI:  InChI=1S/C23H25ClN4O4.ClH/c1-5-32-22(29)20-19(14-25-23(2,3)4)21(15-6-10-18(11-7-15)28(30)31)27(26-20)17-12-8-16(24)9-13-17;/h6-13,25H,5,14H2,1-4H3;1H

Standard InChI Key:  DSAKHHBKXBHKFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 34  0  0  0  0  0  0  0  0999 V2000
   21.4643  -27.1678    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.8187  -27.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0353  -28.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6198  -27.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5379  -32.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5368  -33.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2515  -33.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9679  -33.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9650  -32.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2496  -31.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2515  -31.0379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9183  -30.5520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6609  -29.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8349  -29.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5845  -30.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8050  -30.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1891  -30.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4066  -30.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2388  -31.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8597  -31.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6399  -31.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1433  -29.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9641  -29.1812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4465  -28.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2672  -28.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8050  -28.3457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3464  -29.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5265  -29.1969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2181  -28.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2513  -34.3363    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.4534  -31.6013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8367  -31.0533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2873  -32.4092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 12 13  2  0
 11 12  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 10 11  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 15 16  1  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 22 26  2  0
 14 27  1  0
 27 28  1  0
 28  3  1  0
  3 29  1  0
  7 30  1  0
 31 32  1  0
 31 33  2  0
 19 31  1  0
M  CHG  2  31   1  32  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 456.93

Molecular Weight (Monoisotopic): 456.1564

AlogP: 5.17

#Rotatable Bonds: 7

Polar Surface Area: 99.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.47

CX LogP: 5.33

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: -1.42

References

1. da Silva MJV,Jacomini AP,Figueiredo MC,Back DF,Foglio MA,Ruiz ALTG,Paula FR,Rosa FA.  (2021)  Efficient synthesis and antitumor evaluation of 4-aminomethyl-N-arylpyrazoles: Discovery of potent and selective agents for ovarian cancer.,  29  [PMID:33214037] [10.1016/j.bmc.2020.115835]

Source

Source(1):

• Scientific Literature