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

ID: ALA339410

Chembl Id: CHEMBL339410

Cas Number: 105639-10-9

PubChem CID: 5271229

Max Phase: Preclinical

Molecular Formula: C18H21N3O5

Molecular Weight: 359.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(CCCCCOc2ccc(C3=NCCO3)cc2[N+](=O)[O-])on1

Standard InChI:  InChI=1S/C18H21N3O5/c1-13-11-15(26-20-13)5-3-2-4-9-24-17-7-6-14(12-16(17)21(22)23)18-19-8-10-25-18/h6-7,11-12H,2-5,8-10H2,1H3

Standard InChI Key:  QNTDQKXRGFBZTN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA339410

   Isoxazole, 5-(5-(4-(4,5-dihydro-2-oxazolyl)-2-nitrophenoxy)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: 359.38

Molecular Weight (Monoisotopic): 359.1481

AlogP: 3.46

#Rotatable Bonds: 9

Polar Surface Area: 99.99

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.12

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.39

Np Likeness Score: -1.17

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