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

ID: ALA4799798

Cas Number: 1196450-91-5

PubChem CID: 68169736

Max Phase: Preclinical

Molecular Formula: C23H29FN4O2

Molecular Weight: 412.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCNC(=O)c1c(C)[nH]c(/C=C2\C(=O)N(C)c3ccc(F)cc32)c1C

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

Standard InChI Key:  VOTACWIYVADJLC-AQTBWJFISA-N

Molfile:  

 
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   23.5386   -3.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7469   -1.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5317   -2.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1443   -1.5415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9292   -1.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5417   -1.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9719   -0.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5844   -0.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7136   -6.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4799798

   N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-1-methyl-2-oxoindol-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: 3.36

#Rotatable Bonds: 7

Polar Surface Area: 68.44

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.04

CX LogP: 2.79

CX LogD: 1.14

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.69

Np Likeness Score: -1.34

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