(R)-N-(1-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-yl)ethyl)-4-(5-(4-(pyridin-2-yl)phenyl)-1,3,4-oxadiazol-2-yl)benzamide

ID: ALA4127234

Chembl Id: CHEMBL4127234

PubChem CID: 145963004

Max Phase: Preclinical

Molecular Formula: C31H22Cl2N6O2

Molecular Weight: 581.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](Cn1ccnc1)c1ccc(Cl)cc1Cl)c1ccc(-c2nnc(-c3ccc(-c4ccccn4)cc3)o2)cc1

Standard InChI:  InChI=1S/C31H22Cl2N6O2/c32-24-12-13-25(26(33)17-24)28(18-39-16-15-34-19-39)36-29(40)21-6-10-23(11-7-21)31-38-37-30(41-31)22-8-4-20(5-9-22)27-3-1-2-14-35-27/h1-17,19,28H,18H2,(H,36,40)/t28-/m0/s1

Standard InChI Key:  OPYGRTYNMFURRR-NDEPHWFRSA-N

Alternative Forms

1. Parent:

   

   ALA4127234

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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: 581.46

Molecular Weight (Monoisotopic): 580.1181

AlogP: 7.14

#Rotatable Bonds: 8

Polar Surface Area: 98.73

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.78

CX LogP: 5.79

CX LogD: 5.73

Aromatic Rings: 6

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: -1.40

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