3,5-dibromocytisine

ID: ALA1084011

Cas Number: 31954-92-4

PubChem CID: 15519734

Max Phase: Preclinical

Molecular Formula: C11H12Br2N2O

Molecular Weight: 348.04

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3,5-Dibromocytisine | 3,5-dibromocytisine|CHEMBL1084011|DTXSID401122106|BDBM50482168|31954-92-4|(1R,5S)-9,11-Dibromo-1,2,3,4,5,6-hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one

Canonical SMILES:  O=c1c(Br)cc(Br)c2n1C[C@@H]1CNC[C@H]2C1

Standard InChI:  InChI=1S/C11H12Br2N2O/c12-8-2-9(13)11(16)15-5-6-1-7(10(8)15)4-14-3-6/h2,6-7,14H,1,3-5H2/t6-,7+/m0/s1

Standard InChI Key:  UIRFWXCFBPYLDL-NKWVEPMBSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   10.7121   -4.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7320   -5.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4570   -5.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1622   -5.3973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1388   -4.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4173   -4.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4769   -6.6532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8836   -5.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5295   -3.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5689   -4.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2744   -4.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0268   -5.8656    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.3917   -3.3526    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.2544   -4.1183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8440   -4.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5889   -5.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1723   -5.9455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6305   -3.3467    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 16  1  0
  5 15  1  0
 15  9  1  0
 16 10  1  0
 15 10  1  0
 16 11  1  0
  2 12  1  0
  6 13  1  0
  9 14  1  0
 11 14  1  0
 15 18  1  6
 16 17  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1084011

   3,5-Dibromocytisine

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: 348.04

Molecular Weight (Monoisotopic): 345.9316

AlogP: 2.08

#Rotatable Bonds: ┄

Polar Surface Area: 34.03

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.82

CX LogP: 1.22

CX LogD: -1.14

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.78

Np Likeness Score: 0.03

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