N-Butyl-6-chloro-1H-indole-2-carboxamide

ID: ALA4554463

PubChem CID: 47169041

Max Phase: Preclinical

Molecular Formula: C13H15ClN2O

Molecular Weight: 250.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCNC(=O)c1cc2ccc(Cl)cc2[nH]1

Standard InChI:  InChI=1S/C13H15ClN2O/c1-2-3-6-15-13(17)12-7-9-4-5-10(14)8-11(9)16-12/h4-5,7-8,16H,2-3,6H2,1H3,(H,15,17)

Standard InChI Key:  UYCDHMXWRUVQQY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   38.6253   -2.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6242   -3.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3322   -3.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3304   -2.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0390   -2.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0393   -3.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8223   -3.5583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3060   -2.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8219   -2.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9161   -3.7121    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   42.1232   -2.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5315   -2.1840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5320   -3.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.3487   -2.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7571   -1.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5743   -1.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9826   -0.7678    0.0000 C   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  2  0
  9  5  1  0
  2 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554463

   N-butyl-6-chloro-1H-indole-2-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: 250.73

Molecular Weight (Monoisotopic): 250.0873

AlogP: 3.35

#Rotatable Bonds: 4

Polar Surface Area: 44.89

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.85

CX Basic pKa: ┄

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.80

Np Likeness Score: -1.34

References

1. Guo H, Verhoek IC, Prins GGH, van der Vlag R, van der Wouden PE, van Merkerk R, Quax WJ, Olinga P, Hirsch AKH, Dekker FJ..  (2019)  Novel 15-Lipoxygenase-1 Inhibitor Protects Macrophages from Lipopolysaccharide-Induced Cytotoxicity.,  62  (9): [PMID:30964295] [10.1021/acs.jmedchem.9b00212]

Source

Source(1):

• Scientific Literature