ID: ALA4228008

Max Phase: Preclinical

Molecular Formula: C22H28N2OS

Molecular Weight: 368.55

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=C(CCC1CCCCC1)Nc1ncc(Cc2cccc3c2CCC3)s1

Standard InChI:  InChI=1S/C22H28N2OS/c25-21(13-12-16-6-2-1-3-7-16)24-22-23-15-19(26-22)14-18-10-4-8-17-9-5-11-20(17)18/h4,8,10,15-16H,1-3,5-7,9,11-14H2,(H,23,24,25)

Standard InChI Key:  XNRYWMUDNUDMSN-UHFFFAOYSA-N

Associated Targets(non-human)

Histoplasma capsulatum 403 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cryptococcus neoformans 21258 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

P388D1 38 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Properties

Molecular Weight: 368.55Molecular Weight (Monoisotopic): 368.1922AlogP: 5.52#Rotatable Bonds: 6
Polar Surface Area: 41.99Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: 1HBA (Lipinski): 3HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.05CX Basic pKa: 0.22CX LogP: 6.53CX LogD: 6.45
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.73Np Likeness Score: -1.18

References

1. Ishita K, Stefanopoulos S, Khalil A, Cheng X, Tjarks W, Rappleye CA..  (2018)  Synthesis and biological evaluation of aminothiazoles against Histoplasma capsulatum and Cryptococcus neoformans.,  26  (9): [PMID:29580849] [10.1016/j.bmc.2018.01.024]

Source