(E)-N-(tert-butyl)-2-(4-chlorobenzoyl)-4-(4-fluorobenzylidene)-1-isopropyl-5-oxopyrrolidine-2-carboxamide

ID: ALA4741365

PubChem CID: 162645605

Max Phase: Preclinical

Molecular Formula: C26H28ClFN2O3

Molecular Weight: 470.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)N1C(=O)/C(=C/c2ccc(F)cc2)CC1(C(=O)NC(C)(C)C)C(=O)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C26H28ClFN2O3/c1-16(2)30-23(32)19(14-17-6-12-21(28)13-7-17)15-26(30,24(33)29-25(3,4)5)22(31)18-8-10-20(27)11-9-18/h6-14,16H,15H2,1-5H3,(H,29,33)/b19-14+

Standard InChI Key:  DXOZHSOPRUGFBJ-XMHGGMMESA-N

Molfile:  

 
     RDKit          2D

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   13.6513   -7.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8863   -5.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.9809   -4.7964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.9384   -3.7580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2387   -8.0675    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2490   -8.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2171   -4.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5173   -6.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5135   -6.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2257   -7.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9407   -6.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9390   -6.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2263   -5.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6557   -7.2726    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.3873   -4.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2129   -4.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9683   -3.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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 27 30  1  0
 11 31  1  0
 31 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741365

   ---

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: 470.97

Molecular Weight (Monoisotopic): 470.1772

AlogP: 5.04

#Rotatable Bonds: 5

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -0.67

References

1. Zhu XL,Tian XQ,Xu HH,Wang HM,Chen QH,Zeng XH.  (2020)  Rhopaladins' analogue (E)-2-aroyl-4-(4-fluorobenzylidene)-5-oxopyrrolidines inhibit proliferation, promote apoptosis and down-regulation of E6/E7 mRNA in cervical cancer.,  30  (23): [PMID:32950616] [10.1016/j.bmcl.2020.127554]

Source

Source(1):

• Scientific Literature