Drug Information

General Information
Drug ID
DR00040
Drug Name
Amantadine
Synonyms
1-Adamantamine; 1-Adamantanamine; 1-Adamantanamine (8CI); 1-Adamantylamine; 1-Aminoadamantane; 1-Aminotricyclo(3.3.1.1(sup 3,7))decane; ADAMANTANE,1-AMINO; Adamantamine; Adamantan-1-amine; Adamantan-1-ylamine; Adamantanamine; Adamantylamine; Amant; Amantadina; Amantadina [INN-Spanish]; Amantadine (INN); Amantadine Base; Amantadine [INN:BAN]; Amantadinum; Amantadinum [INN-Latin]; Amantidine; Aminoadamantane; BIA4304; Endantadine; Gen-Amantadine; Mantadine; OR14310; Pk-merz; Symadine; Symmetrel; Symmetrel (TN); TCMDC-125869; Tricyclo(3.3.1.1(3,7))-decan-1-amine; Tricyclo(3.3.1.1(sup 3,7))decan-1-amine; Tricyclo(3.3.1.1(sup 3.7))decan-1-amine; Tricyclo(3.3.1.13,7)decan-1-amine; Tricyclo[3.3.1.1(3,7)]decan-1-amine;Tricyclo[3.3.1.1(3,7)]decan-1-ylamine; Tricyclo[3.3.1.1(3,7)]decane-1-amine; Tricyclo[3.3.1.1(sup3,7)]decan-1-amine; Tricyclo[3.3.1.1^3,7]decan-1-amine; Tricyclo[3.3.1.1~3,7~]decan-1-amine; Wiregyt
Drug Type
Small molecular drug
Indication Influenza A infection [ICD11:1.00E+31] Approved [1]
Therapeutic Class
Antiviral Agents
Structure
3D MOL 2D MOL
Formula
C10H17N
Canonical SMILES
C1C2CC3CC1CC(C2)(C3)N
InChI
InChI=1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2
InChIKey
DKNWSYNQZKUICI-UHFFFAOYSA-N
CAS Number
CAS 768-94-5
Pharmaceutical Properties Molecular Weight 151.25 Topological Polar Surface Area 26
Heavy Atom Count 11 Rotatable Bond Count 0
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
XLogP
2.4
PubChem CID
2130
PubChem SID
10535392 ,11110715 ,11335990 ,11361229 ,11362804 ,11365366 ,11367928 ,11371422 ,11373687 ,11376090 ,11448576 ,11462201 ,11466435 ,11467555 ,11483738 ,11486009 ,11487897 ,11490107 ,11491949 ,11493844 ,15170902 ,15219251 ,16666659 ,24848359 ,26755640 ,26755641 ,29221309 ,30400536 ,3136147 ,38395099 ,461565 ,46168239 ,46507081 ,47216816 ,47216817 ,47440544 ,47515356 ,47589230 ,47736526 ,47959791 ,48035167 ,48035168 ,48259495 ,5106490 ,588114 ,597379 ,7978680 ,8147192 ,8151445 ,9036
ChEBI ID
ChEBI:2618
TTD Drug ID
D02KRS
DT(s) Transporting This Drug 2-Oct Transporter Info Organic cation transporter 2 Substrate [2]
Drug-Transporter Activity Data
Drug-Transporter Activity Data 2-Oct Transporter Info Km =27 microM Human embryonic kidney cells (HEK293)-OCT2 [2]
2-Oct Transporter Info Km =27 microM Oocytes-OCT2 [2]
References
1 Amantadine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Human neurons express the polyspecific cation transporter hOCT2, which translocates monoamine neurotransmitters, amantadine, and memantine. Mol Pharmacol. 1998 Aug;54(2):342-52.

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