(Z)-5-((5-(2-Acetamidoethyl)-2-oxoindolin-3-ylidene)methyl)-N-(2-(diethylamino)ethyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide

ID: ALA4795330

PubChem CID: 162673814

Max Phase: Preclinical

Molecular Formula: C26H35N5O3

Molecular Weight: 465.60

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H35N5O3/c1-6-31(7-2)13-12-28-26(34)24-16(3)23(29-17(24)4)15-21-20-14-19(10-11-27-18(5)32)8-9-22(20)30-25(21)33/h8-9,14-15,29H,6-7,10-13H2,1-5H3,(H,27,32)(H,28,34)(H,30,33)/b21-15-

Standard InChI Key:  BZYRCHBRDGOULK-QNGOZBTKSA-N

Molfile:  

 
     RDKit          2D

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   25.5012  -12.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2159  -12.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.9745  -10.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0335  -11.9526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7821  -10.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3337  -10.9372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0856  -10.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.4388   -8.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   32.0085   -8.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7935   -9.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4059   -8.6330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1909   -8.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8033   -8.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2336   -7.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8461   -7.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7844  -11.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7840  -10.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4983   -9.8895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4979   -9.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2123   -8.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7833   -8.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  4  2  0
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 18 19  1  0
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 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
 31 32  1  0
 32 33  1  0
 32 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795330

   ---

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: 465.60

Molecular Weight (Monoisotopic): 465.2740

AlogP: 2.87

#Rotatable Bonds: 10

Polar Surface Area: 106.33

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.28

CX Basic pKa: 9.04

CX LogP: 2.02

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -0.78

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