(2)-N-(2-(Diethylamino)ethyl)-5-((5-(2-hydroxyethyl)-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide

ID: ALA4800500

PubChem CID: 162676482

Max Phase: Preclinical

Molecular Formula: C24H32N4O3

Molecular Weight: 424.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCNC(=O)c1c(C)[nH]c(/C=C2\C(=O)Nc3ccc(CCO)cc32)c1C

Standard InChI:  InChI=1S/C24H32N4O3/c1-5-28(6-2)11-10-25-24(31)22-15(3)21(26-16(22)4)14-19-18-13-17(9-12-29)7-8-20(18)27-23(19)30/h7-8,13-14,26,29H,5-6,9-12H2,1-4H3,(H,25,31)(H,27,30)/b19-14-

Standard InChI Key:  HTVNZZYDHQNFBS-RGEXLXHISA-N

Molfile:  

 
     RDKit          2D

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   12.6695   -5.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6683   -5.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3832   -6.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3814   -4.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0968   -5.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0971   -5.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8875   -6.0923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3759   -5.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8871   -4.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1418   -3.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2008   -5.4196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.5009   -4.4041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2529   -4.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1661   -3.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3604   -3.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0240   -2.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7786   -2.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5634   -2.9511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6062   -1.8901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9677   -4.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1760   -2.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9608   -2.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5734   -2.0998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3583   -2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9708   -1.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4010   -1.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0135   -0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9515   -4.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9512   -3.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6655   -3.3564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
 10 12  1  0
  8 11  2  0
 12 13  1  0
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 16 12  2  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 14 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
  1 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4800500

   ---

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: 424.55

Molecular Weight (Monoisotopic): 424.2474

AlogP: 2.73

#Rotatable Bonds: 9

Polar Surface Area: 97.46

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.44

CX Basic pKa: 9.04

CX LogP: 2.31

CX LogD: 0.66

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -0.61

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