6-bromo-N-(pyridin-2-yl)-2,3,4,9-tetrahydro-1H-carbazol-1-amine

ID: ALA557093

PubChem CID: 11451768

Max Phase: Preclinical

Molecular Formula: C17H16BrN3

Molecular Weight: 342.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Brc1ccc2[nH]c3c(c2c1)CCCC3Nc1ccccn1

Standard InChI:  InChI=1S/C17H16BrN3/c18-11-7-8-14-13(10-11)12-4-3-5-15(17(12)21-14)20-16-6-1-2-9-19-16/h1-2,6-10,15,21H,3-5H2,(H,19,20)

Standard InChI Key:  AXSGAGOQUCLGNJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    5.6417   -1.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8966   -0.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3446    0.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8347   -1.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2827   -0.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376    0.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8702    0.6381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577   -0.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3957    0.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8437   -0.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986   -1.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9056   -1.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    1.1093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1937   -1.6861    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.6928    1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4379    2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9899    3.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7969    2.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0518    2.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4998    1.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  2  3  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  3  6  2  0
 10 14  1  0
  6  7  1  0
  1 15  1  0
  7  9  1  0
 14 16  1  0
  8  5  1  0
 16 17  2  0
  8  9  2  0
 17 18  1  0
  1  2  2  0
 18 19  2  0
  5  4  2  0
 19 20  1  0
  4  1  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA557093

   6-bromo-N-pyridin-2-yl-2,3,4,9-tetrahydro-1H-carbazol-1-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 342.24

Molecular Weight (Monoisotopic): 341.0528

AlogP: 4.81

#Rotatable Bonds: 2

Polar Surface Area: 40.71

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.55

CX LogP: 4.32

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.70

Np Likeness Score: -0.69

References

1. Gudmundsson KS, Boggs SD, Sebahar PR, Richardson LD, Spaltenstein A, Golden P, Sethna PB, Brown KW, Moniri K, Harvey R, Romines KR..  (2009)  Tetrahydrocarbazole amides with potent activity against human papillomaviruses.,  19  (15): [PMID:19556128] [10.1016/j.bmcl.2009.06.001]

Source

Source(1):

• Scientific Literature