Glasdegib hydrochlorideProduct ingredient for Glasdegib

Name
Glasdegib hydrochloride
Drug Entry
Glasdegib

Glasdegib, also known as PF-04449913, is a small-molecule hedgehog signaling inhibitor selected under the group of the benzimidazoles. In early research, benzimidazoles attracted large interest as they represented a class of inhibitors with a low molecular weight, potent inhibitory activity and lacking unstable functionality. The great lipophilicity of this group of compounds brought interest to further modification. This analysis concluded that the presence of p-cyano ureas presented good physicochemical and pharmacokinetic properties from which glasdegib was developed.1

Glasdegib was developed by Pfizer Inc and approved on November 21, 2018, by the FDA for the treatment of Acute Myeloid Leukemia.6

Accession Number
DBSALT002116
Structure
Thumb
Synonyms
Not Available
UNII
4Y7R3PBO4V
CAS Number
1095173-64-0
Weight
Average: 410.91
Monoisotopic: 410.1621871
Chemical Formula
C21H23ClN6O
InChI Key
OCHAAZGYSAHXOF-LJLRIERRSA-N
InChI
InChI=1S/C21H22N6O.ClH/c1-27-11-10-16(24-21(28)23-15-8-6-14(13-22)7-9-15)12-19(27)20-25-17-4-2-3-5-18(17)26-20;/h2-9,16,19H,10-12H2,1H3,(H,25,26)(H2,23,24,28);1H/t16-,19-;/m1./s1
IUPAC Name
3-[(2R,4R)-2-(1H-1,3-benzodiazol-2-yl)-1-methylpiperidin-4-yl]-1-(4-cyanophenyl)urea hydrochloride
SMILES
Cl.CN1CC[C@H](C[C@@H]1C1=NC2=CC=CC=C2N1)NC(=O)NC1=CC=C(C=C1)C#N
External Links
ChemSpider
34984932
Predicted Properties
PropertyValueSource
Water Solubility0.0469 mg/mLALOGPS
logP2.68ALOGPS
logP2.28ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)11.39ChemAxon
pKa (Strongest Basic)6.67ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.84 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity108.26 m3·mol-1ChemAxon
Polarizability40.98 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon