(Z)-N-(2-(Diethylamino)ethyl)-2,4-dimethyl-5-((2-oxo-5-(ureidomethyl)indolin-3-ylidene)methyl)-1H-pyrrole-3-carboxamide

ID: ALA4792246

PubChem CID: 162671464

Max Phase: Preclinical

Molecular Formula: C24H32N6O3

Molecular Weight: 452.56

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H32N6O3/c1-5-30(6-2)10-9-26-23(32)21-14(3)20(28-15(21)4)12-18-17-11-16(13-27-24(25)33)7-8-19(17)29-22(18)31/h7-8,11-12,28H,5-6,9-10,13H2,1-4H3,(H,26,32)(H,29,31)(H3,25,27,33)/b18-12-

Standard InChI Key:  ZSSGLTYUJFFIAZ-PDGQHHTCSA-N

Molfile:  

 
     RDKit          2D

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   13.5679  -30.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2828  -31.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2810  -29.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2753  -30.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7866  -29.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0413  -28.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1003  -30.3230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8488  -28.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1523  -28.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0655  -28.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5055  -26.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8672  -29.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0754  -27.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8602  -27.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4727  -27.0034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2576  -27.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8701  -26.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3003  -26.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9128  -25.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8512  -29.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8508  -28.6727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5651  -28.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5647  -27.4350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2797  -28.6721    0.0000 N   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
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  6  7  1  0
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  8  9  1  0
  9  5  1  0
  9 10  2  0
 10 12  1  0
  8 11  2  0
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 15 18  1  0
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 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
 31 32  2  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792246

   ---

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: 452.56

Molecular Weight (Monoisotopic): 452.2536

AlogP: 2.36

#Rotatable Bonds: 9

Polar Surface Area: 132.35

Molecular Species: BASE

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.28

CX Basic pKa: 9.04

CX LogP: 1.40

CX LogD: -0.25

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.02

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