ID: ALA1797512

Max Phase: Preclinical

Molecular Formula: C26H27N3O10S

Molecular Weight: 573.58

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)OCO/N=[N+](/[O-])N1CCC[C@@H]1C(=O)OCc1ccc(C2=C(c3ccc(S(C)(=O)=O)cc3)COC2=O)cc1

Standard InChI:  InChI=1S/C26H27N3O10S/c1-17(30)38-16-39-27-29(33)28-13-3-4-23(28)25(31)36-14-18-5-7-20(8-6-18)24-22(15-37-26(24)32)19-9-11-21(12-10-19)40(2,34)35/h5-12,23H,3-4,13-16H2,1-2H3/b29-27+/t23-/m1/s1

Standard InChI Key:  VKVMVOYMHRMXOY-HIDJJAHFSA-N

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

Properties

Molecular Weight: 573.58

Molecular Weight (Monoisotopic): 573.1417

AlogP: 2.40

#Rotatable Bonds: 10

Polar Surface Area: 163.94

Molecular Species: ACID

HBA: 11

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.76

CX Basic pKa:

CX LogP: -0.58

CX LogD: 1.45

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.08

Np Likeness Score: -0.05

References

1. Abdellatif KR, Huang Z, Chowdhury MA, Kaufman S, Knaus EE..  (2011)  A diazen-1-ium-1,2-diolated nitric oxide donor ester prodrug of 3-(4-hydroxymethylphenyl)-4-(4-methanesulfonylphenyl)-5H-furan-2-one: synthesis, biological evaluation and nitric oxide release studies.,  21  (13): [PMID:21641217] [10.1016/j.bmcl.2011.05.017]

Source

Source(1):

• Scientific Literature