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

ID: ALA4764697

PubChem CID: 162661694

Max Phase: Preclinical

Molecular Formula: C24H30ClN3O3

Molecular Weight: 407.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1nn(-c2ccccc2)c(-c2ccc(OC)cc2)c1CNC(C)(C)C.Cl

Standard InChI:  InChI=1S/C24H29N3O3.ClH/c1-6-30-23(28)21-20(16-25-24(2,3)4)22(17-12-14-19(29-5)15-13-17)27(26-21)18-10-8-7-9-11-18;/h7-15,25H,6,16H2,1-5H3;1H

Standard InChI Key:  AIEPXPZEZATLGH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
    5.1249  -10.8997    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2458  -10.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4624  -11.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0469  -10.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9651  -15.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640  -16.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787  -16.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3952  -16.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924  -15.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6769  -14.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787  -14.0036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3456  -13.5175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0883  -12.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2621  -12.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0118  -13.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2322  -13.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6161  -13.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8336  -13.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658  -14.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2868  -14.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0670  -14.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5707  -12.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915  -12.1468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8740  -11.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6947  -11.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2324  -11.3112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7736  -12.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536  -12.1625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6451  -11.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829  -14.5617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662  -14.0138    0.0000 C   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
 19 30  1  0
 30 31  1  0
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: 407.51

Molecular Weight (Monoisotopic): 407.2209

AlogP: 4.61

#Rotatable Bonds: 7

Polar Surface Area: 65.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.48

CX LogP: 4.63

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.58

Np Likeness Score: -1.01

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