Details of the Drug

General Information of Drug (ID: DMS5CZ4)

Drug Name
METRIFUDIL
Synonyms
Metrifudil; UNII-7K4GKQ4XSE; 7K4GKQ4XSE; 23707-33-7; CHEMBL331382; Y-341; N-[(2-Methylphenyl)methyl]adenosine; TH-322; Metrifudilum; Metrifudil [INN]; (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(2-methylphenyl)methylamino]purin-9-yl]oxolane-3,4-diol; Metrifudilum [INN-Latin]; Th 322; NCGC00015640-02; Adenosine analog, 16; Y 341; AC1L23SZ; DSSTox_RID_80718; DSSTox_CID_25168; DSSTox_GSID_45168; GTPL426; SCHEMBL472516; n6 -(2-methylbenzyl)adenosine; DTXSID1045168; OOEMZCZWZXHBKW-SCFUHWHPSA-N; ZINC4216929; Tox21_110187; BDBM50080390
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 371.4
Logarithm of the Partition Coefficient (xlogp) 1.5
Rotatable Bond Count (rotbonds) 5
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 8
Chemical Identifiers
Formula
C18H21N5O4
IUPAC Name
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(2-methylphenyl)methylamino]purin-9-yl]oxolane-3,4-diol
Canonical SMILES
CC1=CC=CC=C1CNC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O
InChI
InChI=1S/C18H21N5O4/c1-10-4-2-3-5-11(10)6-19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)12(7-24)27-18/h2-5,8-9,12,14-15,18,24-26H,6-7H2,1H3,(H,19,20,21)/t12-,14-,15-,18-/m1/s1
InChIKey
OOEMZCZWZXHBKW-SCFUHWHPSA-N
Cross-matching ID
PubChem CID
65710
CAS Number
23707-33-7
TTD ID
D0NQ5I

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Adenosine A1 receptor (ADORA1) TTK25J1 AA1R_HUMAN Inhibitor [1]
Adenosine A2a receptor (ADORA2A) TTM2AOE AA2AR_HUMAN Inhibitor [1]
Adenosine A3 receptor (ADORA3) TTJFY5U AA3R_HUMAN Inhibitor [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 N-substituted adenosines as novel neuroprotective A(1) agonists with diminished hypotensive effects. J Med Chem. 1999 Sep 9;42(18):3463-77.
2 (N)-methanocarba 2,N6-disubstituted adenine nucleosides as highly potent and selective A3 adenosine receptor agonists. J Med Chem. 2005 Mar 24;48(6):1745-58.