terfenadone

ID: ALA205154

Cas Number: 43076-30-8

PubChem CID: 39380

Product Number: T345258, Order Now?

Max Phase: Preclinical

Molecular Formula: C32H39NO2

Molecular Weight: 469.67

Molecule Type: Small molecule

Names and Identifiers

Synonyms: terfenadone | terfenadone|43076-30-8|4'-tert-Butyl-4-(4-(hydroxybenzhydryl)piperidino)butyrophenone|1-(4-(tert-Butyl)phenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-one|1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butan-1-one|CHEMBL205154|W5XZU6S762|4'-TERT-BUTYL-4-[4-(HYDROXYBENZHYDRYL)PIPERIDINO]BUTYROPHENONE|1-(4-(1,1-Dimethylethyl)phenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-one|EINECS 256-074-1|1-[4-(1,1-dimethylethyl)phenyl]-4-[4-(hydroxydiphShow More⌵

Canonical SMILES:  CC(C)(C)c1ccc(C(=O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1

Standard InChI:  InChI=1S/C32H39NO2/c1-31(2,3)26-18-16-25(17-19-26)30(34)15-10-22-33-23-20-29(21-24-33)32(35,27-11-6-4-7-12-27)28-13-8-5-9-14-28/h4-9,11-14,16-19,29,35H,10,15,20-24H2,1-3H3

Standard InChI Key:  YCADFOXVGUGHRV-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA205154

   Terfenadone

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: 469.67

Molecular Weight (Monoisotopic): 469.2981

AlogP: 6.60

#Rotatable Bonds: 8

Polar Surface Area: 40.54

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.22

CX Basic pKa: 8.41

CX LogP: 6.57

CX LogD: 5.52

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -0.67

References

1. Lafite P, Dijols S, Buisson D, Macherey AC, Zeldin DC, Dansette PM, Mansuy D..  (2006)  Design and synthesis of selective, high-affinity inhibitors of human cytochrome P450 2J2.,  16  (10): [PMID:16495056] [10.1016/j.bmcl.2006.02.004]

2. Perlmutter JI, Forbes LT, Krysan DJ, Ebsworth-Mojica K, Colquhoun JM, Wang JL, Dunman PM, Flaherty DP..  (2014)  Repurposing the antihistamine terfenadine for antimicrobial activity against Staphylococcus aureus.,  57  (20): [PMID:25238555] [10.1021/jm5010682]

Source

Source(1):

• Scientific Literature