2beta-carbomethoxy-3beta-(3'-((Z)-2-iodoethenyl)phenyl)nortropane

ID: ALA216736

Chembl Id: CHEMBL216736

PubChem CID: 44417598

Max Phase: Preclinical

Molecular Formula: C17H20INO2

Molecular Weight: 397.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1C2CCC(C[C@@H]1c1cccc(/C=C/I)c1)N2

Standard InChI:  InChI=1S/C17H20INO2/c1-21-17(20)16-14(10-13-5-6-15(16)19-13)12-4-2-3-11(9-12)7-8-18/h2-4,7-9,13-16,19H,5-6,10H2,1H3/b8-7+/t13?,14-,15?,16+/m1/s1

Standard InChI Key:  AHEMMEONOCHONP-DBUDALRPSA-N

Alternative Forms

1. Parent:

   

   ALA216736

   2beta-carbomethoxy-3beta-(3''-((Z)-2-iodoethenyl)phenyl)nortropane

2. Alternative Forms:

   

   ALA216736

   (111C)methyl (2S,3S)-3-[3-[(E)-2-iodoethenyl]phenyl]-8-azabicyclo[3.2.1]octane-2-carboxylate

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: 397.26

Molecular Weight (Monoisotopic): 397.0539

AlogP: 3.49

#Rotatable Bonds: 3

Polar Surface Area: 38.33

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.96

CX LogP: 3.43

CX LogD: 0.95

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: 1.12

References

1. Stehouwer JS, Jarkas N, Zeng F, Voll RJ, Williams L, Owens MJ, Votaw JR, Goodman MM..  (2006)  Synthesis, radiosynthesis, and biological evaluation of carbon-11 labeled 2beta-carbomethoxy-3beta-(3'-((Z)-2-haloethenyl)phenyl)nortropanes: candidate radioligands for in vivo imaging of the serotonin transporter with positron emission tomography.,  49  (23): [PMID:17154506] [10.1021/jm060641q]

Source

Source(1):

• Scientific Literature