(E)-3-(5-(5-Chloro-2,4-dihydroxyphenyl)-4-(4-hydroxyphenyl)-isoxazol-3-yl)-1-(4-(2-methoxyphenyl)piperazin-1-yl)prop-2-en-1-one

ID: ALA3354665

Chembl Id: CHEMBL3354665

PubChem CID: 136087021

Max Phase: Preclinical

Molecular Formula: C29H26ClN3O6

Molecular Weight: 548.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(C(=O)/C=C/c2noc(-c3cc(Cl)c(O)cc3O)c2-c2ccc(O)cc2)CC1

Standard InChI:  InChI=1S/C29H26ClN3O6/c1-38-26-5-3-2-4-23(26)32-12-14-33(15-13-32)27(37)11-10-22-28(18-6-8-19(34)9-7-18)29(39-31-22)20-16-21(30)25(36)17-24(20)35/h2-11,16-17,34-36H,12-15H2,1H3/b11-10+

Standard InChI Key:  SICRPGFNFVPIKM-ZHACJKMWSA-N

Alternative Forms

1. Parent:

   

   ALA3354665

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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: 548.00

Molecular Weight (Monoisotopic): 547.1510

AlogP: 5.15

#Rotatable Bonds: 6

Polar Surface Area: 119.50

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.18

CX Basic pKa: 2.22

CX LogP: 4.86

CX LogD: 4.43

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.28

Np Likeness Score: -0.42

References

1. Meng T, Zhang D, Xie Z, Yu T, Wu S, Wyder L, Regenass U, Hilpert K, Huang M, Geng M, Shen J..  (2014)  Discovery and optimization of 4,5-diarylisoxazoles as potent dual inhibitors of pyruvate dehydrogenase kinase and heat shock protein 90.,  57  (23): [PMID:25383915] [10.1021/jm5010144]

Source

Source(1):

• Scientific Literature