Molsidomine

ID: ALA4059924

Max Phase: Preclinical

Molecular Formula: C9H14N4O4

Molecular Weight: 242.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)/N=c1\c[n+](N2CCOCC2)[n-]o1

Standard InChI:  InChI=1S/C9H14N4O4/c1-2-16-9(14)10-8-7-13(11-17-8)12-3-5-15-6-4-12/h7H,2-6H2,1H3/b10-8+

Standard InChI Key:  XLFWDASMENKTKL-CSKARUKUSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   33.9537   -4.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6269   -4.5306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2899   -4.0391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0249   -3.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2009   -3.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1718   -4.3170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5528   -3.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7709   -4.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7156   -2.9627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1518   -3.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3700   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5008   -2.5810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3257   -2.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8011   -1.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4590   -1.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6367   -1.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1563   -1.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  1  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
M  CHG  2   3  -1   4   1
M  END

Alternative Forms

1. Parent:

   

   ALA4059924

   ---

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: 242.24

Molecular Weight (Monoisotopic): 242.1015

AlogP: -1.45

#Rotatable Bonds: 2

Polar Surface Area: 82.25

Molecular Species: ACID

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.36

CX Basic pKa: ┄

CX LogP: -3.20

CX LogD: -3.80

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.59

Np Likeness Score: -0.73

References

1. Blangetti M, Rolando B, Chegaev K, Guglielmo S, Lazzarato L, Durante M, Masini E, Almirante N, Bastia E, Impagnatiello F, Fruttero R, Gasco A..  (2017)  New furoxan derivatives for the treatment of ocular hypertension.,  27  (3): [PMID:28027869] [10.1016/j.bmcl.2016.12.041]

Source

Source(1):

• Scientific Literature