ID: ALA17344

Max Phase: Phase

Molecular Formula: C17H13F3N2O3S

Molecular Weight: 382.36

Molecule Type: Small molecule

Representations

Synonyms (2): Ritolukast | WY-48252
Synonyms from Alternative Forms(2):

Canonical SMILES:  O=S(=O)(Nc1cccc(OCc2ccc3ccccc3n2)c1)C(F)(F)F

Standard InChI:  InChI=1S/C17H13F3N2O3S/c18-17(19,20)26(23,24)22-13-5-3-6-15(10-13)25-11-14-9-8-12-4-1-2-7-16(12)21-14/h1-10,22H,11H2

Standard InChI Key:  GOHUJGMYCZDYDF-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: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 382.36

Molecular Weight (Monoisotopic): 382.0599

AlogP: 4.08

#Rotatable Bonds: 5

Polar Surface Area: 68.29

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.56

CX Basic pKa: 2.94

CX LogP: 3.73

CX LogD: 3.32

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -1.26

References

1. Musser JH, Kreft AF, Bender RH, Kubrak DM, Carlson RP, Chang J, Hand JM..  (1989)  N-[(arylmethoxy)phenyl] and N-[(arylmethoxy)naphthyl] sulfonamides: potent orally active leukotriene D4 antagonists of novel structure.,  32  (6): [PMID:2498516] [10.1021/jm00126a006]

2. Huang FC, Galemmo RA, Johnson WH, Poli GB, Morrissette MM, Mencel JJ, Warus JD, Campbell HF, Nuss GW, Carnathan GW..  (1990)  Development of a novel series of (2-quinolinylmethoxy)phenyl-containing compounds as high-affinity leukotriene D4 receptor antagonists. 2. Effects of an additional phenyl ring on receptor affinity.,  33  (4): [PMID:2157010] [10.1021/jm00166a017]

3. Shaw A, Krell RD..  (1991)  Peptide leukotrienes: current status of research.,  34  (4): [PMID:1849993] [10.1021/jm00108a001]

4. Cohen N, Weber G, Banner BL, Lopresti RJ, Schaer B, Focella A, Zenchoff GB, Chiu AM, Todaro L, O'Donnell M..  (1989)  3,4-Dihydro-2H-1-benzopyran-2-carboxylic acids and related compounds as leukotriene antagonists.,  32  (8): [PMID:2547071] [10.1021/jm00128a028]

5. Musser JH, Kreft AF, Bender RH, Kubrak DM, Grimes D, Carlson RP, Hand JM, Chang J..  (1990)  N-[(arylmethoxy)phenyl] carboxylic acids, hydroxamic acids, tetrazoles, and sulfonyl carboxamides. Potent orally active leukotriene D4 antagonists of novel structure.,  33  (1): [PMID:2104935] [10.1021/jm00163a039]

6. Musser JH, Kreft AF..  (1992)  5-lipoxygenase: properties, pharmacology, and the quinolinyl(bridged)aryl class of inhibitors.,  35  (14): [PMID:1635053] [10.1021/jm00092a001]

7. Brooks CD, Summers JB..  (1996)  Modulators of leukotriene biosynthesis and receptor activation.,  39  (14): [PMID:8709092] [10.1021/jm960088k]

8. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

Source

Source(2):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names