(12R,13aR)-12-Methoxy-1,4,5,6,9,11,12,13-octahydro-8H-pyrano[4',3':3,4]pyrido[2,1-i]indol-2-one

ID: ALA335712

Chembl Id: CHEMBL335712

PubChem CID: 44354684

Max Phase: Preclinical

Molecular Formula: C16H21NO3

Molecular Weight: 275.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1CC=C2CCN3CCC4=C(CC(=O)OC4)[C@@]23C1

Standard InChI:  InChI=1S/C16H21NO3/c1-19-13-3-2-12-5-7-17-6-4-11-10-20-15(18)8-14(11)16(12,17)9-13/h2,13H,3-10H2,1H3/t13-,16-/m1/s1

Standard InChI Key:  ALSKYCOJJPXPFS-CZUORRHYSA-N

Alternative Forms

1. Parent:

   

   ALA335712

   (1R,16R)-16-methoxy-5-oxa-10-azatetracyclo[8.7.0.01,13.02,7]heptadeca-2(7),13-dien-4-one

Molecule Features

Natural Product: Yes

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: 275.35

Molecular Weight (Monoisotopic): 275.1521

AlogP: 1.81

#Rotatable Bonds: 1

Polar Surface Area: 38.77

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.06

CX LogP: 0.30

CX LogD: -1.36

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.54

Np Likeness Score: 2.83

References

1. Holladay MW, Dart MJ, Lynch JK..  (1997)  Neuronal nicotinic acetylcholine receptors as targets for drug discovery.,  40  (26): [PMID:9435889] [10.1021/jm970377o]

2. 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]

Source

Source(1):

• Scientific Literature