raltitrexed Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antineoplastics; thymidylate synthetase inhibitors 2353 112887-68-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • raltitrexed
  • tomudex
  • D-1694
  • ICI-D1694
  • ZD-1694
  • Molecular weight: 458.49
  • Formula: C21H22N4O6S
  • CLOGP: 0.71
  • LIPINSKI: 0
  • HAC: 10
  • HDO: 4
  • TPSA: 148.40
  • ALOGS: -4.40
  • ROTB: 9

Drug dosage:

None

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 50 % Benet LZ, Broccatelli F, Oprea TI
BA (Bioavailability) 15 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 6.57 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 0.90 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.05 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 140 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1996 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC L01BA03 ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
ANTINEOPLASTIC AGENTS
ANTIMETABOLITES
Folic acid analogues
MeSH PA D000963 Antimetabolites
MeSH PA D000964 Antimetabolites, Antineoplastic
MeSH PA D000970 Antineoplastic Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D005493 Folic Acid Antagonists
MeSH PA D009676 Noxae

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.16 acidic
pKa2 5.61 acidic
pKa3 9.02 acidic
pKa4 12.86 acidic
pKa5 3.53 Basic
pKa6 2.67 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Folate receptor alpha Membrane receptor IC50 7.82 CHEMBL
Dihydrofolate reductase Enzyme IC50 4.68 WOMBAT-PK
Thymidylate synthase Enzyme IC50 6.59 CHEMBL
Folate transporter 1 Unclassified IC50 8.20 CHEMBL
Proton-coupled folate transporter Transporter IC50 7 CHEMBL
Folate receptor beta Membrane receptor IC50 7.66 CHEMBL
Thymidylate synthase Enzyme IC50 5.24 WOMBAT-PK
Bifunctional dihydrofolate reductase-thymidylate synthase Enzyme IC50 6.32 CHEMBL
Thymidylate synthase Enzyme IC50 5.28 CHEMBL
Thymidylate synthase Enzyme IC50 5.10 CHEMBL
Thymidylate synthase Enzyme IC50 6.05 CHEMBL
Dihydrofolate reductase Unclassified IC50 4.64 CHEMBL
Thymidylate synthase Enzyme Ki 6.38 CHEMBL

External reference:

IDSource
D01064 KEGG_DRUG
C1527088 UMLSCUI
CHEBI:5847 CHEBI
D16 PDB_CHEM_ID
CHEMBL225071 ChEMBL_ID
DB00293 DRUGBANK_ID
135400182 PUBCHEM_CID
7403 IUPHAR_LIGAND_ID
C068874 MESH_SUPPLEMENTAL_RECORD_UI
7319 INN_ID
FCB9EGG971 UNII
196239 RXNORM
005929 NDDF
326914003 SNOMEDCT_US
395857008 SNOMEDCT_US

Pharmaceutical products:

None