5-(4,6-dihydroxy-4'-methyl-[1,1'-biphenyl]-3-yl)-N-methyl-4-(4-(morpholinomethyl)phenyl)isoxazole-3-carboxamide

ID: ALA5204410

Chembl Id: CHEMBL5204410

PubChem CID: 168293502

Max Phase: Preclinical

Molecular Formula: C29H29N3O5

Molecular Weight: 499.57

Names and Identifiers

Canonical SMILES:  CNC(=O)c1noc(-c2cc(-c3ccc(C)cc3)c(O)cc2O)c1-c1ccc(CN2CCOCC2)cc1

Standard InChI:  InChI=1S/C29H29N3O5/c1-18-3-7-20(8-4-18)22-15-23(25(34)16-24(22)33)28-26(27(31-37-28)29(35)30-2)21-9-5-19(6-10-21)17-32-11-13-36-14-12-32/h3-10,15-16,33-34H,11-14,17H2,1-2H3,(H,30,35)

Standard InChI Key:  NXKMGZQHSJXXMR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5204410

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 499.57

Molecular Weight (Monoisotopic): 499.2107

AlogP: 4.59

#Rotatable Bonds: 6

Polar Surface Area: 108.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.14

CX Basic pKa: 7.03

CX LogP: 3.98

CX LogD: 4.05

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.36

Np Likeness Score: -0.68

References

1. Yin W, Wu T, Liu L, Jiang H, Zhang Y, Cui H, Sun Y, Qin Q, Sun Y, Gao Z, Zhao L, Su X, Zhao D, Cheng M..  (2022)  Species-Selective Targeting of Fungal Hsp90: Design, Synthesis, and Evaluation of Novel 4,5-Diarylisoxazole Derivatives for the Combination Treatment of Azole-Resistant Candidiasis.,  65  (7.0): [PMID:35298171] [10.1021/acs.jmedchem.1c01991]

Source

Source(1):

• Scientific Literature