4-ethoxy-N-(5-iodopyridin-2-yl)-3-nitrobenzamide

ID: ALA4085230

PubChem CID: 2980643

Max Phase: Preclinical

Molecular Formula: C14H12IN3O4

Molecular Weight: 413.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(C(=O)Nc2ccc(I)cn2)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H12IN3O4/c1-2-22-12-5-3-9(7-11(12)18(20)21)14(19)17-13-6-4-10(15)8-16-13/h3-8H,2H2,1H3,(H,16,17,19)

Standard InChI Key:  IXGQUZFUNXKLBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    3.8410   -2.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8399   -2.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5479   -3.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2576   -2.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2548   -2.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5461   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9659   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9672   -4.1981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6730   -2.9712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3814   -3.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780   -4.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0855   -4.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7936   -4.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7897   -3.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0816   -2.9669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1319   -3.3819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4245   -2.9728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312   -4.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5025   -4.5985    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332   -1.7459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -2.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7178   -1.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 16  1  0
 16 17  1  0
 16 18  2  0
 13 19  1  0
  1 20  1  0
 20 21  1  0
 21 22  1  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4085230

   4-ethoxy-N-(5-iodopyridin-2-yl)-3-nitrobenzamide

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: 413.17

Molecular Weight (Monoisotopic): 412.9873

AlogP: 3.25

#Rotatable Bonds: 5

Polar Surface Area: 94.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.98

CX Basic pKa: 1.00

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.46

Np Likeness Score: -2.26

References

1. Siddiqui-Jain A, Hoj JP, Hargiss JB, Hoj TH, Payne CJ, Ritchie CA, Herron SR, Quinn C, Schuler JT, Hansen MDH..  (2017)  Pyridine-pyrimidine amides that prevent HGF-induced epithelial scattering by two distinct mechanisms.,  27  (17): [PMID:28780159] [10.1016/j.bmcl.2017.07.063]

Source

Source(1):

• Scientific Literature