ID: ALA2105642

Max Phase: Unknown

Molecular Formula: C17H18KN3O3S

Molecular Weight: 345.42

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-759647
Synonyms from Alternative Forms(1):

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

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: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

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