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

General Information of Drug (ID: DR5185)
Drug Name
Almogran
Synonyms
Almotriptan; Axert; Almotriptan (USAN); Axert (TN); LAS-31416; PNU-180638; Almotriptan [USAN:INN:BAN]; N,N-dimethyl-2-[5-(pyrrolidin-1-ylsulfonylmethyl)-1H-indol-3-yl]ethanamine; N,N-dimethyl-2-{5-[(pyrrolidin-1-ylsulfonyl)methyl]-1H-indol-3-yl}ethanamine; 1-(((3-(2-(Dimethylamino)ethyl)indol-5-yl)methyl)sulfonyl)pyrrolidine
Indication Migraine [ICD11: 8A80] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 335.5 Topological Polar Surface Area 64.8
Heavy Atom Count 23 Rotatable Bond Count 6
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
123606
ChEBI ID
CHEBI:520985
CAS Number
154323-57-6
TTD Drug ID
D0P0SM
Formula
C17H25N3O2S
Canonical SMILES
CN(C)CCC1=CNC2=C1C=C(C=C2)CS(=O)(=O)N3CCCC3
InChI
InChI=1S/C17H25N3O2S/c1-19(2)10-7-15-12-18-17-6-5-14(11-16(15)17)13-23(21,22)20-8-3-4-9-20/h5-6,11-12,18H,3-4,7-10,13H2,1-2H3
InChIKey
WKEMJKQOLOHJLZ-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
1-[({3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}methane)sulfonyl]pyrrolidin-2-ol DM017574 N. A. Oxidation - Oxidation 1 [3]
2-OH-almotriptan DM000052
154700009
Oxidation - Aliphatic hydroxylation 1 [5]
2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}acetic acid DM000050
59581892
Oxidation - Oxidative deamination 1 [3]
2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethan-1-ol DM016218
59581888
Oxidation - Oxidative deamination 1 [3]
Almogran metabolite A1 DM017575 N. A. Oxidation - Oxidative deamination 1 [2]
Almogran metabolite M5 DM017576 N. A. Oxidation - N-oxidation 1 [2]
Almogran metabolite P15 DM017570 N. A. Oxidation - Oxidation 1 [8]
N-desmethylalmotriptan DM000060
71315712
Oxidation - N-demethylation 1 [3]
Almogran metabolite A2 DM017569 N. A. Unclear - Unclear 2 [2]
Almogran metabolite P13 DM017571 N. A. Oxidation - N-demethylation 2 [8]
Almogran metabolite P23 DM017573 N. A. Oxidation - N-oxidation 2 [8]
Almogran metabolite P6 DM017572 N. A. Oxidation - N-dealkylation 2 [8]
Almogran metabolite P15 DM017570 N. A. Unclear - Unclear 3 [2]
⏷ Show the Full List of 13  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008988 Almogran 2-OH-almotriptan Oxidation - Aliphatic hydroxylation CYP2D6 ... [5]
MR008991 Almogran Almogran metabolite P15 Oxidation - Oxidation Unclear [8]
MR008995 Almogran N-desmethylalmotriptan Oxidation - N-demethylation CYP2D6 ... [3]
MR008996 Almogran 2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}acetic acid Oxidation - Oxidative deamination MAOA ... [3]
MR008997 Almogran 2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethan-1-ol Oxidation - Oxidative deamination MAOA [3]
MR008998 Almogran 1-[({3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}methane)sulfonyl]pyrrolidin-2-ol Oxidation - Oxidation CYP2D6 ... [3]
MR008999 Almogran Almogran metabolite A1 Oxidation - Oxidative deamination MAOA [2]
MR009000 Almogran Almogran metabolite M5 Oxidation - N-oxidation FMO3 [2]
MR008989 2-OH-almotriptan Almogran metabolite A2 Unclear - Unclear Unclear [2]
MR008992 Almogran metabolite P15 Almogran metabolite P13 Oxidation - N-demethylation Unclear [8]
MR008993 Almogran metabolite P15 Almogran metabolite P6 Oxidation - N-dealkylation Unclear [8]
MR008994 Almogran metabolite P15 Almogran metabolite P23 Oxidation - N-oxidation Unclear [8]
MR008990 Almogran metabolite A2 Almogran metabolite P15 Unclear - Unclear ALDH [2]
⏷ Show the Full List of 13 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Aldehyde dehydrogenase (ALDH) DMEN076 . Not Available Not Available [2]
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[3]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[3]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[4]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[5]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[6] , [4]
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[3]
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[7]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[5]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[6] , [4]
Dimethylaniline oxidase 3 (FMO3) DME0039 Homo sapiens
FMO3_HUMAN
1.14.13.8
[7]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[3]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[7]
Monoamine oxidase type A (MAO-A) DME0044 Homo sapiens
AOFA_HUMAN
1.4.3.4
[2]
Monoamine oxidase type A (MAO-A) DME0044 Homo sapiens
AOFA_HUMAN
1.4.3.4
[6] , [2] , [4]
⏷ Show the Full List of 15  DME(s)
References
1 Drug information of Almogran, 2008. eduDrugs.
2 Almotriptan, a new anti-migraine agent: a review. CNS Drug Rev. 2002 Fall;8(3):217-34.
3 DrugBank(Pharmacology-Metabolism):Almogran
4 Identification of the human liver enzymes involved in the metabolism of the antimigraine agent almotriptan. Drug Metab Dispos. 2003 Apr;31(4):404-11.
5 Synthetic and natural compounds that interact with human cytochrome P450 1A2 and implications in drug development. Curr Med Chem. 2009;16(31):4066-218.
6 Clinical pharmacokinetics of almotriptan, a serotonin 5-HT(1B/1D) receptor agonist for the treatment of migraine. Clin Pharmacokinet. 2005;44(3):237-46.
7 U. S. FDA Label -Almogran
8 Disposition and metabolism of almotriptan in rats, dogs and monkeys Xenobiotica. 2006 Sep;36(9):807-23. doi: 10.1080/00498250600802508.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.