6-Chloro-N-propyl-1H-indole-2-carboxamide

ID: ALA4558587

PubChem CID: 47168962

Max Phase: Preclinical

Molecular Formula: C12H13ClN2O

Molecular Weight: 236.70

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H13ClN2O/c1-2-5-14-12(16)11-6-8-3-4-9(13)7-10(8)15-11/h3-4,6-7,15H,2,5H2,1H3,(H,14,16)

Standard InChI Key:  XZAKEDFNGMTPKW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   27.2754   -2.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2743   -3.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9823   -3.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9805   -1.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6892   -2.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6894   -3.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4724   -3.2777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9561   -2.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4720   -1.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5663   -3.4315    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.7733   -2.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1816   -1.9034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1821   -3.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9988   -1.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4072   -1.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2244   -1.1949    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
M  END

Alternative Forms

1. Parent:

   

   ALA4558587

   6-chloro-N-propyl-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: 236.70

Molecular Weight (Monoisotopic): 236.0716

AlogP: 2.96

#Rotatable Bonds: 3

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: 2.55

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.85

Np Likeness Score: -1.55

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