1-(5-methylhexanoyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid

ID: ALA5198332

PubChem CID: 168287721

Max Phase: Preclinical

Molecular Formula: C19H20N2O3

Molecular Weight: 324.38

Names and Identifiers

Canonical SMILES:  CC(C)CCCC(=O)c1nc(C(=O)O)cc2c1[nH]c1ccccc12

Standard InChI:  InChI=1S/C19H20N2O3/c1-11(2)6-5-9-16(22)18-17-13(10-15(21-18)19(23)24)12-7-3-4-8-14(12)20-17/h3-4,7-8,10-11,20H,5-6,9H2,1-2H3,(H,23,24)

Standard InChI Key:  ZFHBLUOMPDQKTD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -1.6124   -1.0109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -0.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0249    0.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999    0.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9450   -0.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6491    0.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1580    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4133   -0.0820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0844   -0.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368   -0.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3849    0.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0789   -1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    1.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5384    1.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279    2.0785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8759   -1.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5044   -2.0785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4593   -1.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -1.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -0.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -0.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6262    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  4  6  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
  5  9  1  0
  2 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
  3 13  1  0
  9 14  1  0
 15  7  1  0
 15 16  1  0
 15 17  2  0
 14 18  1  0
 14 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5198332

   ---

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: 324.38

Molecular Weight (Monoisotopic): 324.1474

AlogP: 4.42

#Rotatable Bonds: 6

Polar Surface Area: 83.05

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.30

CX Basic pKa: 6.38

CX LogP: 2.22

CX LogD: 1.26

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.66

Np Likeness Score: 0.43

References

1. Dai JK, Dan WJ, Wan JB..  (2022)  Natural and synthetic β-carboline as a privileged antifungal scaffolds.,  229  [PMID:34954591] [10.1016/j.ejmech.2021.114057]

Source

Source(1):

• Scientific Literature