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

ID: ALA4784135

PubChem CID: 162666328

Max Phase: Preclinical

Molecular Formula: C27H30ClFN2O3

Molecular Weight: 485.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN1C(=O)/C(=C/c2ccc(F)cc2)CC1(C(=O)NC(C)(C)C)C(=O)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C27H30ClFN2O3/c1-5-6-15-31-24(33)20(16-18-7-13-22(29)14-8-18)17-27(31,25(34)30-26(2,3)4)23(32)19-9-11-21(28)12-10-19/h7-14,16H,5-6,15,17H2,1-4H3,(H,30,34)/b20-16+

Standard InChI Key:  KGNKQSDISCOOOT-CAPFRKAQSA-N

Molfile:  

 
     RDKit          2D

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    7.6752   -7.6623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2370   -9.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2048   -5.7055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5049   -6.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5012   -7.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2133   -8.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9265   -6.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2139   -6.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6431   -8.0722    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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 32 33  2  0
 33 28  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4784135

   ---

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: 485.00

Molecular Weight (Monoisotopic): 484.1929

AlogP: 5.43

#Rotatable Bonds: 7

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: 5.54

CX LogD: 5.54

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.32

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