N-cyclohexyl-6-(trifluoromethyl)-1H-indole-2-carboxamide

ID: ALA5279332

Max Phase: Preclinical

Molecular Formula: C16H17F3N2O

Molecular Weight: 310.32

Names and Identifiers

Canonical SMILES:  O=C(NC1CCCCC1)c1cc2ccc(C(F)(F)F)cc2[nH]1

Standard InChI:  InChI=1S/C16H17F3N2O/c17-16(18,19)11-7-6-10-8-14(21-13(10)9-11)15(22)20-12-4-2-1-3-5-12/h6-9,12,21H,1-5H2,(H,20,22)

Standard InChI Key:  IMQJHNWOTYKVHX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    2.2626    0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6730    0.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4936    0.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9081    0.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4978    1.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6730    1.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420    0.8224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0317    0.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4419   -0.5989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110    0.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -0.5566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -0.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607    0.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    0.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    0.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853    0.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853   -0.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730   -0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1972   -0.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1996   -1.5304    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9081   -0.2991    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9081   -1.1200    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  1  7  1  0
  8  7  1  0
  8  9  2  0
 10  8  1  0
 11 10  1  0
 12 11  1  0
 13 12  2  0
 10 14  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 18  1  0
 19 17  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279332

   ---

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: 310.32

Molecular Weight (Monoisotopic): 310.1293

AlogP: 4.25

#Rotatable Bonds: 2

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: 13.90

CX Basic pKa: ┄

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.86

Np Likeness Score: -1.29

References

1. Tan YJ, Li M, Gunawan GA, Nyantakyi SA, Dick T, Go ML, Lam Y..  (2021)  Amide-Amine Replacement in Indole-2-carboxamides Yields Potent Mycobactericidal Agents with Improved Water Solubility.,  12  (5.0): [PMID:34055215] [10.1021/acsmedchemlett.0c00588]

Source

Source(1):

• Scientific Literature