3-bromo-N-methylcytisine

ID: ALA1083905

Cas Number: 207391-02-4

PubChem CID: 46890807

Max Phase: Preclinical

Molecular Formula: C12H15BrN2O

Molecular Weight: 283.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C[C@@H]2C[C@H](C1)c1ccc(Br)c(=O)n1C2

Standard InChI:  InChI=1S/C12H15BrN2O/c1-14-5-8-4-9(7-14)11-3-2-10(13)12(16)15(11)6-8/h2-3,8-9H,4-7H2,1H3/t8-,9+/m0/s1

Standard InChI Key:  ZUXXFRXUPFGGPW-DTWKUNHWSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    4.3807   -5.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3801   -6.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -6.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8107   -6.4660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8124   -5.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0983   -5.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956   -7.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5279   -6.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2270   -4.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2430   -5.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9384   -6.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6552   -4.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666   -6.8749    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.9410   -5.2381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5258   -5.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5258   -4.4002    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2413   -6.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9558   -6.8803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  2  0
  4  8  1  0
  8 17  1  0
  5 15  1  0
 15  9  1  0
 17 10  1  0
 15 10  1  0
 17 11  1  0
  2 13  1  0
  9 14  1  0
 11 14  1  0
 14 12  1  0
 15 16  1  6
 17 18  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1083905

   (1R,9S)-5-bromo-11-methyl-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

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: 283.17

Molecular Weight (Monoisotopic): 282.0368

AlogP: 1.66

#Rotatable Bonds: ┄

Polar Surface Area: 25.24

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.68

CX LogP: 0.93

CX LogD: -0.37

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.72

Np Likeness Score: -0.25

References

1. Abin-Carriquiry JA, Zunini MP, Cassels BK, Wonnacott S, Dajas F..  (2010)  In silico characterization of cytisinoids docked into an acetylcholine binding protein.,  20  (12): [PMID:20493692] [10.1016/j.bmcl.2010.04.092]

Source

Source(1):

• Scientific Literature