Esomeprazole potassium

ID: ALA2105642

Chembl Id: CHEMBL2105642

PubChem CID: 23672364

Max Phase: Unknown

Molecular Formula: C17H18KN3O3S

Molecular Weight: 345.42

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-759647 | Esomeprazole potassium|Esomeprazole potassium [USAN]|UNII-F37S7G37O2|F37S7G37O2|NSC 759647|NSC-759647|Esomeprazole potassium (USAN)|(-)-5-Methoxy-2-((S)-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzimidazole potassium salt|1H-Benzimidazole, 6-methoxy-2-((S)-((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)-, potassium salt (1:1)|CHEMBL2105642|DTXSID20167240|ESOMEPRAZOLE POTASSIUM [MART.]|ESOMEPRAZOLE POTASSIUM [WHO-DD]|NS00076207|D09339|Q27277571|(-)-5-METHOXY-2-Show More⌵

Canonical SMILES:  COc1ccc2[n-]c([S@@+]([O-])Cc3ncc(C)c(OC)c3C)nc2c1.[K+]

Standard InChI:  InChI=1S/C17H18N3O3S.K/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17;/h5-8H,9H2,1-4H3;/q-1;+1/t24-;/m0./s1

Standard InChI Key:  FOFFPEFVSRGLOZ-JIDHJSLPSA-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: Yes

Calculated Properties

Molecular Weight: 345.42

Molecular Weight (Monoisotopic): 345.1147

AlogP: 2.90

#Rotatable Bonds: 5

Polar Surface Area: 83.09

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.68

CX Basic pKa: 4.77

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -0.69

References

1. Derbyshire ER, Prudêncio M, Mota MM, Clardy J..  (2012)  Liver-stage malaria parasites vulnerable to diverse chemical scaffolds.,  109  (22): [PMID:22586124] [10.1073/pnas.1118370109]

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

Source

Source(2):

• USP Dictionary of USAN and International Drug Names
• Harvard Malaria Screening