4-(4-tert-Butyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-benzonitrile

ID: ALA10438

Chembl Id: CHEMBL10438

Cas Number: 97720-14-4

PubChem CID: 175736

Max Phase: Preclinical

Molecular Formula: C16H19NO3

Molecular Weight: 273.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)C12COC(c3ccc(C#N)cc3)(OC1)OC2

Standard InChI:  InChI=1S/C16H19NO3/c1-14(2,3)15-9-18-16(19-10-15,20-11-15)13-6-4-12(8-17)5-7-13/h4-7H,9-11H2,1-3H3

Standard InChI Key:  SRTDSGMDDPOYGJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA10438

   Orthobenzoic acid, p-cyano-, cyclic ester with 2-tert-butyl-2-(hydroxymethyl)-1,3-propanediol

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: 273.33

Molecular Weight (Monoisotopic): 273.1365

AlogP: 2.78

#Rotatable Bonds: 1

Polar Surface Area: 51.48

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: 0.20

References

1. Palmer CJ, Cole LM, Carida JE..  (1988)  (+/-)-4-tert-butyl-3-cyano-1-(4-ethynylphenyl)-2,6,7-trioxabi cyclo[2.2.2]octane: synthesis of a remarkably potent GABAA receptor antagonist.,  31  (6): [PMID:2836586] [10.1021/jm00401a002]

2. Lamberth C..  (2009)  Alkyne chemistry in crop protection.,  17  (12): [PMID:19059785] [10.1016/j.bmc.2008.11.037]

Source

Source(1):

• Scientific Literature