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

ID: ALA4799580

PubChem CID: 162677234

Max Phase: Preclinical

Molecular Formula: C21H25FN4O2

Molecular Weight: 384.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1[nH]c(/C=C2\C(=O)Nc3ccc(F)cc32)c(C)c1C(=O)NCCCN(C)C

Standard InChI:  InChI=1S/C21H25FN4O2/c1-12-18(11-16-15-10-14(22)6-7-17(15)25-20(16)27)24-13(2)19(12)21(28)23-8-5-9-26(3)4/h6-7,10-11,24H,5,8-9H2,1-4H3,(H,23,28)(H,25,27)/b16-11-

Standard InChI Key:  CBVYRMZAJKSDGJ-WJDWOHSUSA-N

Molfile:  

 
     RDKit          2D

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   27.1550  -11.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8699  -11.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8680  -10.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5834  -10.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5836  -11.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3741  -11.5545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8624  -10.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3737  -10.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4417  -10.0582    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.6284   -9.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6874  -10.8817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4359   -9.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9875   -9.8663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7394   -9.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6525   -8.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8470   -8.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.2651   -8.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0499   -8.4133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0926   -7.3524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4542   -9.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6623   -7.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4473   -8.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0597   -7.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8446   -7.8162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0170   -8.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4571   -7.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 15 22  1  0
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 25 26  1  0
 26 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4799580

   ---

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: 384.46

Molecular Weight (Monoisotopic): 384.1962

AlogP: 2.94

#Rotatable Bonds: 6

Polar Surface Area: 77.23

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.47

CX Basic pKa: 9.29

CX LogP: 2.27

CX LogD: 0.38

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.05

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