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

ID: ALA6444

Chembl Id: CHEMBL6444

Cas Number: 98033-68-2

PubChem CID: 1788

Max Phase: Preclinical

Molecular Formula: C18H21ClN2O3

Molecular Weight: 348.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(CCCCCOc2ccc(C3=NCCO3)cc2Cl)on1

Standard InChI:  InChI=1S/C18H21ClN2O3/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:  FCSKOFQQCWLGMV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA6444

   5-(5-(6-Chloro-4-(4,5-dihydro-2-oxazolyl)phenoxy)pentyl)-3-methyl isoxazole

Molecule Features

Natural Product: Yes

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: 348.83

Molecular Weight (Monoisotopic): 348.1241

AlogP: 4.21

#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: 3.29

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -1.06

References

1. Diana GD, Kowalczyk P, Treasurywala AM, Oglesby RC, Pevear DC, Dutko FJ..  (1992)  CoMFA analysis of the interactions of antipicornavirus compounds in the binding pocket of human rhinovirus-14.,  35  (6): [PMID:1313108] [10.1021/jm00084a005]

2. Diana GD, Treasurywala AM, Bailey TR, Oglesby RC, Pevear DC, Dutko FJ..  (1990)  A model for compounds active against human rhinovirus-14 based on X-ray crystallography data.,  33  (5): [PMID:2158559] [10.1021/jm00167a006]

3. Leclerc F, Cedergren R..  (1998)  Modeling RNA-ligand interactions: the Rev-binding element RNA-aminoglycoside complex.,  41  (2): [PMID:9457241] [10.1021/jm970372r]

4. 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]

5. Klebe G, Abraham U..  (1993)  On the prediction of binding properties of drug molecules by comparative molecular field analysis.,  36  (1): [PMID:8380615] [10.1021/jm00053a009]

Source

Source(1):

• Scientific Literature