N-((6-bromo-1H-indol-2-yl)methyl)cyclooctanamine

ID: ALA5287509

Max Phase: Preclinical

Molecular Formula: C17H23BrN2

Molecular Weight: 335.29

Names and Identifiers

Canonical SMILES:  Brc1ccc2cc(CNC3CCCCCCC3)[nH]c2c1

Standard InChI:  InChI=1S/C17H23BrN2/c18-14-9-8-13-10-16(20-17(13)11-14)12-19-15-6-4-2-1-3-5-7-15/h8-11,15,19-20H,1-7,12H2

Standard InChI Key:  UOVPHJLNLQGUOO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -3.8317   -0.3381    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1160    0.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1160    0.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3999    1.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838    0.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838    0.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3999   -0.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936   -0.1844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052    0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936    1.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8322   -0.2270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -0.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9786    0.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462    0.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5145    0.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8317   -0.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5103   -0.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7428   -1.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9768   -0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  5  6  2  0
  2  7  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  5 10  1  0
  9 11  1  0
 11 12  1  0
 13 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287509

   ---

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: 335.29

Molecular Weight (Monoisotopic): 334.1045

AlogP: 5.13

#Rotatable Bonds: 3

Polar Surface Area: 27.82

Molecular Species: BASE

HBA: 1

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.87

CX LogP: 5.01

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: -0.58

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