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

ID: ALA4781062

PubChem CID: 162662373

Max Phase: Preclinical

Molecular Formula: C25H34N4O3

Molecular Weight: 438.57

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H34N4O3/c1-6-29(7-2)12-11-26-25(31)23-16(3)22(27-17(23)4)15-20-19-14-18(10-13-32-5)8-9-21(19)28-24(20)30/h8-9,14-15,27H,6-7,10-13H2,1-5H3,(H,26,31)(H,28,30)/b20-15-

Standard InChI Key:  GRRWNPDZXOTJNA-HKWRFOASSA-N

Molfile:  

 
     RDKit          2D

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   26.7805  -29.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.9996  -30.1545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4879  -29.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9992  -28.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2538  -28.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3129  -29.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6129  -28.4663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3648  -28.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.6754  -27.0132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7182  -25.9523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0797  -28.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2879  -26.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0728  -26.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6853  -26.1620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4702  -26.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0827  -25.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5129  -25.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1255  -24.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0636  -28.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0633  -27.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7776  -27.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4922  -27.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  1  1  0
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  6  7  1  0
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  8 11  2  0
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 14 21  1  0
 19 22  1  0
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 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
M  END

Alternative Forms

1. Parent:

   

   ALA4781062

   ---

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: 438.57

Molecular Weight (Monoisotopic): 438.2631

AlogP: 3.38

#Rotatable Bonds: 10

Polar Surface Area: 86.46

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.44

CX Basic pKa: 9.04

CX LogP: 2.95

CX LogD: 1.30

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -0.75

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