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

ID: ALA551308

Cas Number: 812649-13-1

PubChem CID: 11484605

Max Phase: Preclinical

Molecular Formula: C18H17BrN2

Molecular Weight: 341.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Brc1ccc2[nH]c3c(c2c1)CCCC3Nc1ccccc1

Standard InChI:  InChI=1S/C18H17BrN2/c19-12-9-10-16-15(11-12)14-7-4-8-17(18(14)21-16)20-13-5-2-1-3-6-13/h1-3,5-6,9-11,17,20-21H,4,7-8H2

Standard InChI Key:  IXYPWFUDXMSOQR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    0.8070   -0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0619   -0.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5099    0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -0.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971    0.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645    0.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3770   -0.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320    0.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389    0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9910   -0.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7360   -0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9291   -1.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6939    1.2933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3590   -1.5021    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419    1.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3968    2.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8448    3.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0378    3.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7828    2.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3349    1.7349    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:

   

   ALA551308

   6-bromo-N-phenyl-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: 341.25

Molecular Weight (Monoisotopic): 340.0575

AlogP: 5.42

#Rotatable Bonds: 2

Polar Surface Area: 27.82

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.37

CX LogP: 4.95

CX LogD: 4.95

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.42

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