Avatrombopag maleateProduct ingredient for Avatrombopag

Name
Avatrombopag maleate
Drug Entry
Avatrombopag

Avatrombopag (Doptelet), is an orally administered, small-molecule thrombopoietin receptor (c-Mpl) agonist which increases platelet number, but not platelet activation 3, 10. This decreases the need for blood transfusions 10.

Patients with thrombocytopenia and chronic liver disease (leading to thrombocytopenia) often require platelet transfusions before surgical procedures to decrease the risk of bleeding 1. Thrombocytopenia (or decreased numbers of platelets) is a common complication in patients suffering from chronic liver disease, either as an immediate result of liver disease or a consequence of interferon-based antiviral therapy 16.

Avatrombopag was approved by the FDA on May 21, 2018 for thrombocytopenia (low platelets) in adults with chronic liver disease who are scheduled to undergo a procedure 14. It is administered orally as avatrombopag maleate, its salt form 11.

Doptelet (Avatrombopag) is the first orally administered treatment option for patients with chronic liver disease, allowing a large population of patients to avoid a platelet transfusion before a procedure by increasing platelet counts to the optimal level of greater or equal to 50,000 per microliter 15.

Accession Number
DBSALT002118
Structure
Synonyms
Not Available
UNII
GDW7M2P1IS
CAS Number
677007-74-8
Weight
Average: 765.72
Monoisotopic: 764.1620453
Chemical Formula
C33H38Cl2N6O7S2
InChI Key
MISPBGHDNZYFNM-BTJKTKAUSA-N
InChI
InChI=1S/C29H34Cl2N6O3S2.C4H4O4/c30-20-15-23(41-17-20)24-27(37-12-10-35(11-13-37)21-4-2-1-3-5-21)42-29(33-24)34-26(38)19-14-22(31)25(32-16-19)36-8-6-18(7-9-36)28(39)40;5-3(6)1-2-4(7)8/h14-18,21H,1-13H2,(H,39,40)(H,33,34,38);1-2H,(H,5,6)(H,7,8)/b;2-1-
IUPAC Name
(2Z)-but-2-enedioic acid; 1-(3-chloro-5-{[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl}pyridin-2-yl)piperidine-4-carboxylic acid
SMILES
OC(=O)\C=C/C(O)=O.OC(=O)C1CCN(CC1)C1=C(Cl)C=C(C=N1)C(=O)NC1=NC(C2=CC(Cl)=CS2)=C(S1)N1CCN(CC1)C1CCCCC1
ChemSpider
8094226
ChEMBL
CHEMBL2105758
PharmGKB
PA166179849
Predicted Properties
PropertyValueSource
Water Solubility0.00465 mg/mLALOGPS
logP5.97ALOGPS
logP4.17Chemaxon
logS-5.2ALOGPS
pKa (Strongest Acidic)3.5Chemaxon
pKa (Strongest Basic)8.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area101.9 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity169.16 m3·mol-1Chemaxon
Polarizability69.92 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon