(R)-N-(1-(3-Chloro-4'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)-2-(1H-imidazol-1-yl)ethyl)-4-(5-phenyl-1,3,4-oxadiazol-2-yl)-benzamide

ID: ALA4281347

Chembl Id: CHEMBL4281347

PubChem CID: 145981754

Max Phase: Preclinical

Molecular Formula: C33H26ClN5O4S

Molecular Weight: 624.12

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(-c2ccc([C@H](Cn3ccnc3)NC(=O)c3ccc(-c4nnc(-c5ccccc5)o4)cc3)c(Cl)c2)cc1

Standard InChI:  InChI=1S/C33H26ClN5O4S/c1-44(41,42)27-14-11-22(12-15-27)26-13-16-28(29(34)19-26)30(20-39-18-17-35-21-39)36-31(40)23-7-9-25(10-8-23)33-38-37-32(43-33)24-5-3-2-4-6-24/h2-19,21,30H,20H2,1H3,(H,36,40)/t30-/m0/s1

Standard InChI Key:  VAQVWYYVZSCNAY-PMERELPUSA-N

Alternative Forms

  1. Parent:

    ALA4281347

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Associated Targets(non-human)

Lanosterol 14-alpha-demethylase (5 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP51 Sterol 14-alpha demethylase (857 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Putative lanosterol 14-alpha-demethylase (9 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

Calculated Properties

Molecular Weight: 624.12Molecular Weight (Monoisotopic): 623.1394AlogP: 6.50#Rotatable Bonds: 9
Polar Surface Area: 119.98Molecular Species: NEUTRALHBA: 8HBD: 1
#RO5 Violations: 2HBA (Lipinski): 9HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: 6.78CX LogP: 4.86CX LogD: 4.79
Aromatic Rings: 6Heavy Atoms: 44QED Weighted: 0.20Np Likeness Score: -1.29

References

1. Friggeri L, Hargrove TY, Rachakonda G, Blobaum AL, Fisher P, de Oliveira GM, da Silva CF, Soeiro MNC, Nes WD, Lindsley CW, Villalta F, Guengerich FP, Lepesheva GI..  (2018)  Sterol 14α-Demethylase Structure-Based Optimization of Drug Candidates for Human Infections with the Protozoan Trypanosomatidae.,  61  (23): [PMID:30451500] [10.1021/acs.jmedchem.8b01671]

Source