Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1471)
Drug Name
Selexipag
Prodrug Info Selexipag is the prodrug of ACT-333679
Synonyms
Selexipag; Selexipag [USAN:INN]; Selexipag(NS-304); Uptravi; Uptravi (TN); 2-(4-((5,6-Diphenylpyrazin-2-yl)(propan-2-yl)amino)butoxy}-n-(methanesulfonyl)acetamide; 2-(4-((5,6-diphenylpyrazin-2-yl)(isopropyl)amino)butoxy)-N-(methylsulfonyl)acetamide; 2-{4-[(5,6-diphenylpyrazin-2-yl)(propan-2-yl)amino]butoxy}-N-(methanesulfonyl)acetamide; 2-{4-[N-(5,6-diphenylpyrazin-2-yl)-N-isopropylamino]butyloxy}-N-(methylsulfonyl)acetamide; 475086-01-2; 5EXC0E384L; ACT 293987; ACT-293987; NS 304; NS-304; UNII-5EXC0E384L
Indication Pulmonary hypertension [ICD11: BB01] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 496.6 Topological Polar Surface Area 110
Heavy Atom Count 35 Rotatable Bond Count 12
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
9913767
PubChem SID
14884195 ; 24193522 ; 45985422 ; 71826069 ; 75827381 ; 103543954 ; 125335605 ; 127344242 ; 127344243 ; 135268706 ; 135626715 ; 163125035 ; 163893551 ; 198953024 ; 204362837 ; 208265357 ; 223365888 ; 223872265 ; 226969886 ; 241376405 ; 244974834 ; 252157218 ; 252228662 ; 252480281
ChEBI ID
CHEBI:90844
CAS Number
698387-09-6
TTD Drug ID
D0N2SR
Formula
C26H32N4O4S
Canonical SMILES
CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)OCC4=CC=CC=N4)Cl)C#N)NC(=O)C=CCN(C)C
InChI
1S/C26H32N4O4S/c1-20(2)30(16-10-11-17-34-19-24(31)29-35(3,32)33)23-18-27-25(21-12-6-4-7-13-21)26(28-23)22-14-8-5-9-15-22/h4-9,12-15,18,20H,10-11,16-17,19H2,1-3H3,(H,29,31)
InChIKey
QXWZQTURMXZVHJ-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
ACT-333679 DM001298
9931891
Hydrolysis - Hydrolysis 1 [2]
Hydroxylated and dealkylated products DM001299 N. A. Oxidation - Oxidation 2 [2]
ME9Qgl9thj DM001300
154925796
Conjugation - Glucuronidation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002239 Selexipag ACT-333679 Hydrolysis - Hydrolysis CES1 [2]
MR002237 ACT-333679 Hydroxylated and dealkylated products Oxidation - Oxidation CYP3A4 ... [2]
MR002238 ACT-333679 ME9Qgl9thj Conjugation - Glucuronidation UGT1A1 ... [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Carboxylesterase 1 (CES1) DME0054 Homo sapiens
EST1_HUMAN
3.1.1.1
[2]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[2]
References
1 Selexipag was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 FDA LABEL:elexipag
3 FDA Label of Uptravi. The 2020 official website of the U.S. Food and Drug Administration.

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