3-ethyl-5-methyl-N-(4-(piperidin-1-yl)phenethyl)-1H-indole-2-carboxamide

ID: ALA5287016

Max Phase: Preclinical

Molecular Formula: C25H31N3O

Molecular Weight: 389.54

Names and Identifiers

Canonical SMILES:  CCc1c(C(=O)NCCc2ccc(N3CCCCC3)cc2)[nH]c2ccc(C)cc12

Standard InChI:  InChI=1S/C25H31N3O/c1-3-21-22-17-18(2)7-12-23(22)27-24(21)25(29)26-14-13-19-8-10-20(11-9-19)28-15-5-4-6-16-28/h7-12,17,27H,3-6,13-16H2,1-2H3,(H,26,29)

Standard InChI Key:  HXOQBWYSGHJGAI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.2765   -0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2765   -1.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9867   -1.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7030   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4918   -1.3272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4918    0.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -0.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2782    0.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1816   -0.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7690    0.0548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7690   -1.3744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0561    0.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4687    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2939    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    1.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9421    0.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330    0.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082    0.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4176    0.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7673    0.7684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799    1.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0051    1.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4176    0.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0051    0.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799    0.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 17 22  1  0
  1 23  1  0
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 28 27  1  0
 24 29  1  0
 29 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287016

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.54

Molecular Weight (Monoisotopic): 389.2467

AlogP: 5.00

#Rotatable Bonds: 6

Polar Surface Area: 48.13

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.46

CX LogP: 5.51

CX LogD: 5.50

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -1.07

References

1. Mohamed FAM, Alakilli SYM, El Azab EF, Baawad FAM, Shaaban EIA, Alrub HA, Hendawy O, Gomaa HAM, Bakr AG, Abdelrahman MH, Trembleau L, Mohammed AF, Youssif BGM..  (2023)  Discovery of new 5-substituted-indole-2-carboxamides as dual epidermal growth factor receptor (EGFR)/cyclin dependent kinase-2 (CDK2) inhibitors with potent antiproliferative action.,  14  (4): [PMID:37122549] [10.1039/d3md00038a]

Source

Source(1):

• Scientific Literature