(R)-4-(5-(3-Bromophenyl)-1,3,4-oxadiazol-2-yl)-N-(1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethyl)benzamide

ID: ALA4129699

Chembl Id: CHEMBL4129699

PubChem CID: 145962244

Max Phase: Preclinical

Molecular Formula: C26H18BrCl2N5O2

Molecular Weight: 583.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](Cn1ccnc1)c1ccc(Cl)cc1Cl)c1ccc(-c2nnc(-c3cccc(Br)c3)o2)cc1

Standard InChI:  InChI=1S/C26H18BrCl2N5O2/c27-19-3-1-2-18(12-19)26-33-32-25(36-26)17-6-4-16(5-7-17)24(35)31-23(14-34-11-10-30-15-34)21-9-8-20(28)13-22(21)29/h1-13,15,23H,14H2,(H,31,35)/t23-/m0/s1

Standard InChI Key:  QWYVLDWWWODTJY-QHCPKHFHSA-N

Alternative Forms

1. Parent:

   

   ALA4129699

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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

Calculated Properties

Molecular Weight: 583.27

Molecular Weight (Monoisotopic): 581.0021

AlogP: 6.84

#Rotatable Bonds: 7

Polar Surface Area: 85.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.78

CX LogP: 5.75

CX LogD: 5.68

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: -1.52

References

1. Friggeri L, Hargrove TY, Wawrzak Z, Blobaum AL, Rachakonda G, Lindsley CW, Villalta F, Nes WD, Botta M, Guengerich FP, Lepesheva GI..  (2018)  Sterol 14α-Demethylase Structure-Based Design of VNI (( R)- N-(1-(2,4-Dichlorophenyl)-2-(1 H-imidazol-1-yl)ethyl)-4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzamide)) Derivatives To Target Fungal Infections: Synthesis, Biological Evaluation, and Crystallographic Analysis.,  61  (13): [PMID:29894182] [10.1021/acs.jmedchem.8b00641]

Source

Source(1):

• Scientific Literature