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

ID: ALA4781578

PubChem CID: 162664520

Max Phase: Preclinical

Molecular Formula: C25H33N5O3

Molecular Weight: 451.57

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H33N5O3/c1-5-30(6-2)12-11-27-25(33)23-15(3)21(28-16(23)4)14-19-18-13-17(8-10-22(26)31)7-9-20(18)29-24(19)32/h7,9,13-14,28H,5-6,8,10-12H2,1-4H3,(H2,26,31)(H,27,33)(H,29,32)/b19-14-

Standard InChI Key:  IQUHNNUWFFXNMM-RGEXLXHISA-N

Molfile:  

 
     RDKit          2D

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    1.6736  -11.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6724  -12.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872  -12.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854  -11.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1009  -11.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8916  -12.8382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3799  -12.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912  -11.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1459  -10.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2049  -12.1655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9534  -10.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5050  -11.1500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2570  -10.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1701   -9.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644   -9.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7826   -9.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5675   -9.6969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6102   -8.6360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9719  -11.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1800   -9.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9649   -9.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5774   -8.8457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3624   -9.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9749   -8.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4051   -8.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0176   -7.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9556  -11.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553  -10.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695  -10.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3842  -10.5145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6692   -9.2773    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
 13 14  1  0
 14 15  2  0
 15 16  1  0
 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
 31 32  1  0
 31 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781578

   ---

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: 451.57

Molecular Weight (Monoisotopic): 451.2583

AlogP: 2.61

#Rotatable Bonds: 10

Polar Surface Area: 120.32

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.28

CX Basic pKa: 9.04

CX LogP: 2.06

CX LogD: 0.41

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -0.77

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