4-[(tert-butylamino)methyl]-3-carboxy-5-(4-fluorophenyl)-1-phenyl-1H-pyrazole

ID: ALA4764780

PubChem CID: 162661293

Max Phase: Preclinical

Molecular Formula: C21H22FN3O2

Molecular Weight: 367.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)NCc1c(C(=O)O)nn(-c2ccccc2)c1-c1ccc(F)cc1

Standard InChI:  InChI=1S/C21H22FN3O2/c1-21(2,3)23-13-17-18(20(26)27)24-25(16-7-5-4-6-8-16)19(17)14-9-11-15(22)12-10-14/h4-12,23H,13H2,1-3H3,(H,26,27)

Standard InChI Key:  CUGRIWDQLVRKMX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.4155   -1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320   -2.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163   -1.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1340   -5.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1329   -6.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8473   -7.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634   -6.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5606   -5.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8455   -5.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8473   -4.6641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5139   -4.1783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566   -3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4309   -3.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1806   -4.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014   -4.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7857   -3.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035   -4.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358   -4.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564   -5.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2363   -5.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7388   -2.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5593   -2.8082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4007   -1.9729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426   -2.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1230   -2.8238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8151   -2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533   -5.2220    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 11 12  2  0
 10 11  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  9 10  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 14 15  1  0
 12 21  1  0
 21 22  1  0
 21 23  2  0
 13 24  1  0
 24 25  1  0
 25  2  1  0
  2 26  1  0
 18 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764780

   ---

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: 367.42

Molecular Weight (Monoisotopic): 367.1696

AlogP: 4.26

#Rotatable Bonds: 5

Polar Surface Area: 67.15

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.97

CX Basic pKa: 9.33

CX LogP: 1.95

CX LogD: 1.95

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.21

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