N-cyclooctyl-5-fluoro-1H-indole-2-carboxamide

ID: ALA5284932

Max Phase: Preclinical

Molecular Formula: C17H21FN2O

Molecular Weight: 288.37

Names and Identifiers

Canonical SMILES:  O=C(NC1CCCCCCC1)c1cc2cc(F)ccc2[nH]1

Standard InChI:  InChI=1S/C17H21FN2O/c18-13-8-9-15-12(10-13)11-16(20-15)17(21)19-14-6-4-2-1-3-5-7-14/h8-11,14,20H,1-7H2,(H,19,21)

Standard InChI Key:  ZYAMKEJGEQWBNY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.6482    0.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679    0.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7318    1.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4963    0.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8119    0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4922   -0.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7284   -0.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662   -0.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8273    0.2344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8272   -1.1874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4041   -0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8901   -1.1452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764   -0.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764   -0.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8901    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3890    0.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016   -0.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016   -0.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3890   -1.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8119    0.3474    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
  6  7  1  0
  7  8  1  0
  1  8  1  0
  1  9  1  0
 10  9  1  0
 10 11  2  0
 12 10  1  0
 13 12  1  0
 14 13  1  0
 15 14  2  0
 12 16  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 20  1  0
 21 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284932

   ---

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: 288.37

Molecular Weight (Monoisotopic): 288.1638

AlogP: 4.15

#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: ┄

CX Basic pKa: ┄

CX LogP: 3.90

CX LogD: 3.90

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: -1.32

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