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

ID: ALA4788980

PubChem CID: 71157876

Max Phase: Preclinical

Molecular Formula: C23H29FN4O2

Molecular Weight: 412.51

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H29FN4O2/c1-5-28(6-2)11-7-10-25-23(30)21-14(3)20(26-15(21)4)13-18-17-12-16(24)8-9-19(17)27-22(18)29/h8-9,12-13,26H,5-7,10-11H2,1-4H3,(H,25,30)(H,27,29)/b18-13-

Standard InChI Key:  MLSDVCJXCYFKAJ-AQTBWJFISA-N

Molfile:  

 
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    9.7623  -14.3624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9347  -15.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3749  -13.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4788980

   N-[3-(diethylamino)propyl]-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide

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: 412.51

Molecular Weight (Monoisotopic): 412.2275

AlogP: 3.73

#Rotatable Bonds: 8

Polar Surface Area: 77.23

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.47

CX Basic pKa: 9.83

CX LogP: 2.84

CX LogD: 0.58

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.16

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