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

ID: ALA4744324

PubChem CID: 162648235

Max Phase: Preclinical

Molecular Formula: C23H25Cl2N3O2

Molecular Weight: 446.38

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H25Cl2N3O2/c1-5-30-22(29)20-19(14-26-23(2,3)4)21(15-6-8-16(24)9-7-15)28(27-20)18-12-10-17(25)11-13-18/h6-13,26H,5,14H2,1-4H3

Standard InChI Key:  SHHIMGVFVSMJCZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.7535  -12.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3381  -11.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2562  -16.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2551  -16.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9699  -17.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6863  -16.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6835  -16.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9682  -15.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9699  -14.7952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6368  -14.3092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3794  -13.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5532  -13.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3030  -14.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5233  -14.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9073  -14.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1247  -14.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9569  -15.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5780  -15.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3581  -15.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8619  -12.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6826  -12.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1651  -12.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9858  -12.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5235  -12.1028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0647  -12.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2448  -12.9541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9363  -12.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9697  -18.0940    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.1740  -15.3534    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  4  5  2  0
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 18 19  1  0
 19 20  2  0
 20 15  1  0
 14 15  1  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 21 25  2  0
 13 26  1  0
 26 27  1  0
 27  2  1  0
  2 28  1  0
  6 29  1  0
 18 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744324

   ---

2. Alternative Forms:

   

   ALA4744324

   ---

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: 446.38

Molecular Weight (Monoisotopic): 445.1324

AlogP: 5.91

#Rotatable Bonds: 6

Polar Surface Area: 56.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.48

CX LogP: 5.99

CX LogD: 4.88

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -1.13

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