ID: ALA3633251

Max Phase: Preclinical

Molecular Formula: C14H16N2O4S

Molecular Weight: 308.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(-c2cc(=O)[nH]c(=S)n2CCO)c(OC)c1

Standard InChI:  InChI=1S/C14H16N2O4S/c1-19-9-3-4-10(12(7-9)20-2)11-8-13(18)15-14(21)16(11)5-6-17/h3-4,7-8,17H,5-6H2,1-2H3,(H,15,18,21)

Standard InChI Key:  SNPAWFZGNQNYDZ-UHFFFAOYSA-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: 308.36

Molecular Weight (Monoisotopic): 308.0831

AlogP: 1.58

#Rotatable Bonds: 5

Polar Surface Area: 76.48

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.02

CX Basic pKa:

CX LogP: 0.55

CX LogD: 0.46

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.82

Np Likeness Score: -0.56

References

1. Ruggeri RB, Buckbinder L, Bagley SW, Carpino PA, Conn EL, Dowling MS, Fernando DP, Jiao W, Kung DW, Orr ST, Qi Y, Rocke BN, Smith A, Warmus JS, Zhang Y, Bowles D, Widlicka DW, Eng H, Ryder T, Sharma R, Wolford A, Okerberg C, Walters K, Maurer TS, Zhang Y, Bonin PD, Spath SN, Xing G, Hepworth D, Ahn K, Kalgutkar AS..  (2015)  Discovery of 2-(6-(5-Chloro-2-methoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide (PF-06282999): A Highly Selective Mechanism-Based Myeloperoxidase Inhibitor for the Treatment of Cardiovascular Diseases.,  58  (21): [PMID:26509551] [10.1021/acs.jmedchem.5b00963]

2. Cerny MA, Kalgutkar AS, Obach RS, Sharma R, Spracklin DK, Walker GS..  (2020)  Effective Application of Metabolite Profiling in Drug Design and Discovery.,  63  (12): [PMID:32097005] [10.1021/acs.jmedchem.9b01840]

Source

Source(1):

• Scientific Literature