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

ID: ALA4126063

Chembl Id: CHEMBL4126063

PubChem CID: 145960367

Max Phase: Preclinical

Molecular Formula: C30H19Cl2F2N7O2

Molecular Weight: 618.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](Cn1ccnc1)c1ccc(Cl)cc1Cl)c1ccc(-c2nnc(-c3cc(F)cc(-c4ncncc4F)c3)o2)cc1

Standard InChI:  InChI=1S/C30H19Cl2F2N7O2/c31-21-5-6-23(24(32)12-21)26(14-41-8-7-35-16-41)38-28(42)17-1-3-18(4-2-17)29-39-40-30(43-29)20-9-19(10-22(33)11-20)27-25(34)13-36-15-37-27/h1-13,15-16,26H,14H2,(H,38,42)/t26-/m0/s1

Standard InChI Key:  FLXNPZYIBBCTNT-SANMLTNESA-N

Alternative Forms

1. Parent:

   

   ALA4126063

   ---

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: 618.43

Molecular Weight (Monoisotopic): 617.0945

AlogP: 6.81

#Rotatable Bonds: 8

Polar Surface Area: 111.62

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.78

CX LogP: 5.37

CX LogD: 5.31

Aromatic Rings: 6

Heavy Atoms: 43

QED Weighted: 0.20

Np Likeness Score: -1.45

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]

2. Friggeri L, Hargrove TY, Wawrzak Z, Guengerich FP, Lepesheva GI..  (2019)  Validation of Human Sterol 14α-Demethylase (CYP51) Druggability: Structure-Guided Design, Synthesis, and Evaluation of Stoichiometric, Functionally Irreversible Inhibitors.,  62  (22): [PMID:31663733] [10.1021/acs.jmedchem.9b01485]

Source

Source(1):

• Scientific Literature