(Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-N-propyl-1H-pyrrole-3-carboxamide

ID: ALA4795455

PubChem CID: 58589750

Max Phase: Preclinical

Molecular Formula: C19H20FN3O2

Molecular Weight: 341.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=O)c1c(C)[nH]c(/C=C2\C(=O)Nc3ccc(F)cc32)c1C

Standard InChI:  InChI=1S/C19H20FN3O2/c1-4-7-21-19(25)17-10(2)16(22-11(17)3)9-14-13-8-12(20)5-6-15(13)23-18(14)24/h5-6,8-9,22H,4,7H2,1-3H3,(H,21,25)(H,23,24)/b14-9-

Standard InChI Key:  KXDZRRYKOICUNG-ZROIWOOFSA-N

Molfile:  

 
     RDKit          2D

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   28.1554   -4.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8703   -5.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8684   -3.7163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.3741   -3.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4421   -3.7167    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.6288   -3.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6879   -4.5403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4363   -2.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.7398   -3.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6530   -2.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8474   -2.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5110   -1.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2655   -1.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0504   -2.0718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0932   -1.0109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4547   -3.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6629   -1.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4477   -1.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0603   -1.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  9 11  2  0
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  8 12  2  0
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 16 19  1  0
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 15 22  1  0
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 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795455

   5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-N-propyl-1H-pyrrole-3-carboxamide

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: 341.39

Molecular Weight (Monoisotopic): 341.1540

AlogP: 3.40

#Rotatable Bonds: 4

Polar Surface Area: 73.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.46

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -1.04

References

1. Matheson CJ,Casalvieri KA,Backos DS,Minhajuddin M,Jordan CT,Reigan P.  (2020)  Substituted oxindol-3-ylidenes as AMP-activated protein kinase (AMPK) inhibitors.,  197  [PMID:32334266] [10.1016/j.ejmech.2020.112316]

Source

Source(1):

• Scientific Literature