5-{5-[2-Bromo-4-(4,5-dihydro-oxazol-2-yl)-phenoxy]-pentyl}-3-methyl-isoxazole

ID: ALA435803

Chembl Id: CHEMBL435803

Cas Number: 105639-04-1

PubChem CID: 5271223

Max Phase: Preclinical

Molecular Formula: C18H21BrN2O3

Molecular Weight: 393.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(CCCCCOc2ccc(C3=NCCO3)cc2Br)on1

Standard InChI:  InChI=1S/C18H21BrN2O3/c1-13-11-15(24-21-13)5-3-2-4-9-22-17-7-6-14(12-16(17)19)18-20-8-10-23-18/h6-7,11-12H,2-5,8-10H2,1H3

Standard InChI Key:  PKMTXOUBFKIDRI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA435803

   Isoxazole, 5-(5-(2-bromo-4-(4,5-dihydro-2-oxazolyl)phenoxy)pentyl)-3-methyl-

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: 393.28

Molecular Weight (Monoisotopic): 392.0736

AlogP: 4.31

#Rotatable Bonds: 8

Polar Surface Area: 56.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.27

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -0.82

References

1. Diana GD, Oglesby RC, Akullian V, Carabateas PM, Cutcliffe D, Mallamo JP, Otto MJ, McKinlay MA, Maliski EG, Michalec SJ..  (1987)  Structure-activity studies of 5-[[4-(4,5-dihydro-2-oxazolyl) phenoxy]alkyl]-3-methylisoxazoles: inhibitors of picornavirus uncoating.,  30  (2): [PMID:3027340] [10.1021/jm00385a021]

Source

Source(1):

• Scientific Literature