3-(3-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

ID: ALA67387

Chembl Id: CHEMBL67387

PubChem CID: 22419110

Max Phase: Preclinical

Molecular Formula: C16H20INO2

Molecular Weight: 385.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1C(c2cccc(I)c2)CC2CCC1N2C

Standard InChI:  InChI=1S/C16H20INO2/c1-18-12-6-7-14(18)15(16(19)20-2)13(9-12)10-4-3-5-11(17)8-10/h3-5,8,12-15H,6-7,9H2,1-2H3

Standard InChI Key:  XUBVUMLIQBPHGD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA67387

   3-(3-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

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: 385.25

Molecular Weight (Monoisotopic): 385.0539

AlogP: 3.03

#Rotatable Bonds: 2

Polar Surface Area: 29.54

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.18

CX LogP: 3.44

CX LogD: 1.66

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.58

Np Likeness Score: 0.17

References

1. Bois F, Baldwin RM, Kula NS, Baldessarini RJ, Innis RB, Tamagnan G..  (2004)  Synthesis and monoamine transporter affinity of 3'-analogs of 2-beta-carbomethoxy-3-beta-(4'-iodophenyl)tropane (beta-CIT).,  14  (9): [PMID:15080991] [10.1016/j.bmcl.2004.02.043]

2. Blough BE, Abraham P, Mills AC, Lewin AH, Boja JW, Scheffel U, Kuhar MJ, Carroll FI..  (1997)  3 Beta-(4-ethyl-3-iodophenyl)nortropane-2 beta-carboxylic acid methyl ester as a high-affinity selective ligand for the serotonin transporter.,  40  (24): [PMID:9397165] [10.1021/jm970492z]

3. Meltzer PC, Liang AY, Brownell AL, Elmaleh DR, Madras BK..  (1993)  Substituted 3-phenyltropane analogs of cocaine: synthesis, inhibition of binding at cocaine recognition sites, and positron emission tomography imaging.,  36  (7): [PMID:8464040] [10.1021/jm00059a010]

Source

Source(1):

• Scientific Literature