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

ID: ALA555599

PubChem CID: 11394601

Max Phase: Preclinical

Molecular Formula: C18H16BrN3O

Molecular Weight: 370.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC1CCCc2c1[nH]c1ccc(Br)cc21)c1ccccn1

Standard InChI:  InChI=1S/C18H16BrN3O/c19-11-7-8-14-13(10-11)12-4-3-6-15(17(12)21-14)22-18(23)16-5-1-2-9-20-16/h1-2,5,7-10,15,21H,3-4,6H2,(H,22,23)

Standard InChI Key:  UNZPBZMTHUBHJO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    5.9640   -1.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2189   -2.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669   -3.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1570   -1.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6050   -2.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8599   -2.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7800   -2.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250   -2.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180   -3.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660   -2.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4210   -1.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279   -1.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5160   -1.1256    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0151   -4.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7602   -5.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8221   -4.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -5.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0573   -6.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2503   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6983   -6.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9532   -5.4903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1925   -3.4498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -3.9210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  7  5  1  0
  7  8  2  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  1 13  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
  1  2  2  0
  6 22  1  0
 22  8  1  0
  9 23  1  0
 23 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA555599

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

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: 370.25

Molecular Weight (Monoisotopic): 369.0477

AlogP: 4.13

#Rotatable Bonds: 2

Polar Surface Area: 57.78

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.43

CX Basic pKa: 2.10

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: -0.91

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