methyl 2-azido-5-iodobenzoate

ID: ALA377464

Cas Number: 185505-58-2

PubChem CID: 44413661

Max Phase: Preclinical

Molecular Formula: C8H6IN3O2

Molecular Weight: 303.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(I)ccc1N=[N+]=[N-]

Standard InChI:  InChI=1S/C8H6IN3O2/c1-14-8(13)6-4-5(9)2-3-7(6)11-12-10/h2-4H,1H3

Standard InChI Key:  QAAWZVVPVQTCBN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    3.3521   -3.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3510   -4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653   -5.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7811   -4.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7784   -3.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0636   -3.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0609   -2.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7741   -2.2252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3453   -2.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4915   -3.4629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6362   -5.1202    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.7719   -1.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2000   -3.0458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9125   -2.6292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  4  2  0
  7  8  1  0
  7  9  2  0
  6  7  1  0
  4  5  1  0
  5 10  1  0
  2  3  1  0
  2 11  1  0
  5  6  2  0
  8 12  1  0
 10 13  2  0
  6  1  1  0
 13 14  2  0
M  CHG  2  13   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA377464

   Methyl 2-azido-5-iodobenzoate

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: 303.06

Molecular Weight (Monoisotopic): 302.9505

AlogP: 3.02

#Rotatable Bonds: 2

Polar Surface Area: 75.06

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.21

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.28

Np Likeness Score: -1.07

References

1. Masuno MN, Pessah IN, Olmstead MM, Molinski TF..  (2006)  Simplified cyclic analogues of bastadin-5. Structure-activity relationships for modulation of the RyR1/FKBP12 Ca2+ channel complex.,  49  (15): [PMID:16854055] [10.1021/jm050708u]

Source

Source(1):

• Scientific Literature