(1R,10S)-9-oxa-4,13-diazatetracyclo[11.2.1.0^{1,10}.0^{3,8}]hexadeca-3,5,7-triene

ID: ALA187927

Cas Number: 292634-27-6

PubChem CID: 10176764

Product Number: D287482, Order Now?

Max Phase: Phase

Molecular Formula: C13H16N2O

Molecular Weight: 216.28

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Dianicline | SSR-591813 | SSR591813 | Dianicline|292634-27-6|SSR591813|Dianicline [INN]|SSR-591813|Y0SNM34C6O|CHEMBL187927|(5aS,10aR)-6,7,9,10-Tetrahydro-5aH,11H-8,10a-methanopyrido(2',3':5,6)pyrano(2,3-d)azepine|(5as,8s,10ar)-5a,6,9,10-tetrahydro-7h,11h-8,10a-methanopyrido[2',3':5,6]pyrano[2,3-d]azepine|Dianicline dihydrochloride|UNII-Y0SNM34C6O|SCHEMBL2354672|DTXSID30870314|SSR591813L|BDBM50170601|PDSP1_001294|PDSP2_001278|AKOS040741629|DB12125|SSR 591813|NS00069685|Q5271647|(1R,10S)-9-oxa-4,1Show More⌵

Canonical SMILES:  c1cnc2c(c1)O[C@H]1CCN3CC[C@@]1(C2)C3

Standard InChI:  InChI=1S/C13H16N2O/c1-2-11-10(14-5-1)8-13-4-7-15(9-13)6-3-12(13)16-11/h1-2,5,12H,3-4,6-9H2/t12-,13+/m0/s1

Standard InChI Key:  SUPRUPHAEXPGPF-QWHCGFSZSA-N

Molfile:  

     RDKit          2D

 17 20  0  0  0  0  0  0  0  0999 V2000
   -5.2446    4.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9591    4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9591    3.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2446    3.2411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5301    3.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5301    4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    4.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1012    4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1012    3.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    3.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562    3.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519    3.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939    4.0661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519    4.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562    4.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1012    5.3036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3867    4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  6  7  1  0
  5  6  1  0
 10  5  1  0
  7  8  1  0
  9 10  1  0
  8 15  1  1
  8  9  1  0
  9 11  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8 16  1  6
  9 17  1  1
 17 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA187927

   Dianicline

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 216.28

Molecular Weight (Monoisotopic): 216.1263

AlogP: 1.48

#Rotatable Bonds: ┄

Polar Surface Area: 25.36

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.29

CX LogP: 0.60

CX LogD: -1.29

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.66

Np Likeness Score: 0.89

References

1. Jensen AA, Frølund B, Liljefors T, Krogsgaard-Larsen P..  (2005)  Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations.,  48  (15): [PMID:16033252] [10.1021/jm040219e]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. Unpublished dataset, 

Source

Source(3):

• Scientific Literature
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names