5-Pyridin-3-yl-furan-2-carbaldehyde oxime

ID: ALA178330

PubChem CID: 11355925

Max Phase: Preclinical

Molecular Formula: C10H8N2O2

Molecular Weight: 188.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O/N=C\c1ccc(-c2cccnc2)o1

Standard InChI:  InChI=1S/C10H8N2O2/c13-12-7-9-3-4-10(14-9)8-2-1-5-11-6-8/h1-7,13H/b12-7-

Standard InChI Key:  NJFOVAJRFITZIG-GHXNOFRVSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   -0.0333   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792    0.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -0.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292    1.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -1.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167    0.9833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458   -1.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708   -1.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  1  0
  5  3  1  0
  6  1  1  0
  7  4  1  0
  8  7  2  0
  9 11  2  0
 10  8  1  0
 11  6  1  0
 12  6  2  0
 13 14  2  0
 14 12  1  0
  5  4  2  0
 13  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA178330

   (NZ)-N-[(5-pyridin-3-ylfuran-2-yl)methylidene]hydroxylamine

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: 188.19

Molecular Weight (Monoisotopic): 188.0586

AlogP: 2.15

#Rotatable Bonds: 2

Polar Surface Area: 58.62

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.09

CX Basic pKa: 4.16

CX LogP: 1.11

CX LogD: 1.02

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.45

Np Likeness Score: -1.25

References

1. Denton TT, Zhang X, Cashman JR..  (2005)  5-substituted, 6-substituted, and unsubstituted 3-heteroaromatic pyridine analogues of nicotine as selective inhibitors of cytochrome P-450 2A6.,  48  (1): [PMID:15634016] [10.1021/jm049696n]

2.  (2013)  Synthetic compounds and derivatives as modulators of smoking or nicotine ingestion and lung cancer, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data