ID: ALA592359

Max Phase: Preclinical

Molecular Formula: C22H26N4O4S

Molecular Weight: 442.54

Molecule Type: Small molecule

Representations

Synonyms (1): SJ000265700
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCOCC(=O)Nc1ccc(S(=O)(=O)N2CCC(c3nc4ccccc4[nH]3)CC2)cc1

Standard InChI:  InChI=1S/C22H26N4O4S/c1-2-30-15-21(27)23-17-7-9-18(10-8-17)31(28,29)26-13-11-16(12-14-26)22-24-19-5-3-4-6-20(19)25-22/h3-10,16H,2,11-15H2,1H3,(H,23,27)(H,24,25)

Standard InChI Key:  WSDCRDMDJQTOGX-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: 442.54

Molecular Weight (Monoisotopic): 442.1675

AlogP: 3.11

#Rotatable Bonds: 7

Polar Surface Area: 104.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.65

CX Basic pKa: 5.32

CX LogP: 2.13

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -2.11

References

1. Guiguemde WA, Shelat AA, Bouck D, Duffy S, Crowther GJ, Davis PH, Smithson DC, Connelly M, Clark J, Zhu F, Jiménez-Díaz MB, Martinez MS, Wilson EB, Tripathi AK, Gut J, Sharlow ER, Bathurst I, El Mazouni F, Fowble JW, Forquer I, McGinley PL, Castro S, Angulo-Barturen I, Ferrer S, Rosenthal PJ, Derisi JL, Sullivan DJ, Lazo JS, Roos DS, Riscoe MK, Phillips MA, Rathod PK, Van Voorhis WC, Avery VM, Guy RK..  (2010)  Chemical genetics of Plasmodium falciparum.,  465  (7296): [PMID:20485428] [10.1038/nature09099]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

Source

Source(2):

• St Jude Malaria Screening
• PubChem BioAssays