FLUDARABINE

Search structure
Synonyms:
Status: Approved
Entry Type: Small molecule
Molecule Category: Parent
ATC: L01BB05

Structure
InChI Key HBUBKKRHXORPQB-FJFJXFQQSA-N
Smile Nc1nc(F)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
InChI
InChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6+,9-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H12FN5O4
Molecular Weight 285.24
AlogP -1.84
Hydrogen Bond Acceptor 9.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 2.0
Polar Surface Area 139.54
Molecular species None
Aromatic Rings 2.0
Heavy Atoms 20.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) -1.180 - EST
Henry's Law Constant 1.30E-22 atm-m3/mole EST
Atmospheric OH Rate Constant 2.38E-10 cm3/molecule-sec EST
Melting Point 260 deg C EXP
Water Solubility 3530 mg/L EST
Vapor Pressure 3.70E-15 mm Hg EST

Pharmacology

Primary Target
ribonucleotide reductase catalytic subunit M1
ribonucleotide reductase regulatory subunit M2
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme Phosphatase
- - - 500000-900000 -
Enzyme Transferase
- - - - 22.05-22.66
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -12.15--0.27
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- - - 10400 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Lymphoma, Mantle-Cell 3 D020522 ClinicalTrials
Leukemia 3 D007938 ClinicalTrials
Anemia, Aplastic 3 D000741 ClinicalTrials
Lymphoma 3 D008223 ClinicalTrials
Lymphoma, Non-Hodgkin 3 D008228 ClinicalTrials
Myelodysplastic Syndromes 3 D009190 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Multiple Myeloma 3 D009101 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Anemia, Sickle Cell 3 D000755 ClinicalTrials
Scleroderma, Systemic 3 D012595 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 3 D015451 ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL Positive 3 D015464 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Anemia, Aplastic 3 D000741 ClinicalTrials
Neuroblastoma 2 D009447 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Hodgkin Disease 2 D006689 ClinicalTrials
Lymphoma, B-Cell, Marginal Zone 2 D018442 ClinicalTrials
Lymphoma, T-Cell, Peripheral 2 D016411 ClinicalTrials
Burkitt Lymphoma 2 D002051 ClinicalTrials
Carcinoma, Renal Cell 2 D002292 ClinicalTrials
Crohn Disease 2 D003424 ClinicalTrials
Neoplasms, Germ Cell and Embryonal 2 D009373 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Psoriasis 2 D011565 ClinicalTrials
Carcinoma, Renal Cell 2 D002292 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Myeloproliferative Disorders 2 D009196 ClinicalTrials
Arthritis, Psoriatic 2 D015535 ClinicalTrials
Anemia, Refractory 2 D000753 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Myeloproliferative Disorders 2 D009196 ClinicalTrials
Leukemia, Lymphoid 2 D007945 ClinicalTrials
Graft vs Host Disease 2 D006086 ClinicalTrials
Hematologic Diseases 2 D006402 ClinicalTrials
Waldenstrom Macroglobulinemia 2 D008258 ClinicalTrials
Histiocytosis, Langerhans-Cell 2 D006646 ClinicalTrials
Uveal Melanoma 2 D000098943 ClinicalTrials
Uveal Melanoma 2 D000098943 ClinicalTrials
Epidermolysis Bullosa 2 D004820 ClinicalTrials
Leukemia, Erythroblastic, Acute 2 D004915 ClinicalTrials
Leukemia, Myelomonocytic, Chronic 2 D015477 ClinicalTrials
Thalassemia 2 D013789 ClinicalTrials
Hematologic Diseases 2 D006402 ClinicalTrials
Immunologic Deficiency Syndromes 2 D007153 ClinicalTrials
Fallopian Tube Neoplasms 2 D005185 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Skin Neoplasms 2 D012878 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Multiple Sclerosis 2 D009103 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Esophageal Neoplasms 2 D004938 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Hodgkin Disease 2 D006689 ClinicalTrials
Graft vs Host Disease 2 D006086 ClinicalTrials
Lymphoma, T-Cell 2 D016399 ClinicalTrials
Granulomatous Disease, Chronic 2 D006105 ClinicalTrials
Anemia, Hemolytic, Autoimmune 2 D000744 ClinicalTrials
Fanconi Anemia 2 D005199 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
beta-Thalassemia 2 D017086 ClinicalTrials
Gliosarcoma 1 D018316 ClinicalTrials
Immune System Diseases 1 D007154 ClinicalTrials
Sarcoma, Ewing 1 D012512 ClinicalTrials
Lymphoma, B-Cell 1 D016393 ClinicalTrials
Scleroderma, Localized 1 D012594 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 1 D064129 ClinicalTrials
Renal Insufficiency 1 D051437 ClinicalTrials
Lung Neoplasms 1 D008175 ClinicalTrials
Glioblastoma 1 D005909 ClinicalTrials
Neoplasms, Neuroepithelial 1 D018302 ClinicalTrials
Sarcoma 1 D012509 ClinicalTrials
Carcinoma, Squamous Cell 1 D002294 ClinicalTrials
Arthritis, Rheumatoid 1 D001172 ClinicalTrials
Prostatic Neoplasms 1 D011471 ClinicalTrials
Uterine Cervical Neoplasms 1 D002583 ClinicalTrials
Leukemia, Biphenotypic, Acute 1 D015456 ClinicalTrials
Osteosarcoma 1 D012516 ClinicalTrials
Prostatic Neoplasms 1 D011471 ClinicalTrials
Prostatic Neoplasms 1 D011471 ClinicalTrials
Brain Neoplasms 1 D001932 ClinicalTrials
Leukemia, Biphenotypic, Acute 1 D015456 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 1 D002289 ClinicalTrials
Thyroid Neoplasms 1 D013964 ClinicalTrials
Carcinoma, Squamous Cell 1 D002294 ClinicalTrials
Kidney Neoplasms 1 D007680 ClinicalTrials
Glioma 1 D005910 ClinicalTrials
Kidney Neoplasms 1 D007680 ClinicalTrials
Anemia 1 D000740 ClinicalTrials
Carcinoma, Medullary 1 D018276 ClinicalTrials
Adenocarcinoma 1 D000230 ClinicalTrials
Lupus Nephritis 1 D008181 ClinicalTrials
Leukemia, Myeloid 1 D007951 ClinicalTrials
Mesothelioma 1 D008654 ClinicalTrials
Vasculitis 1 D014657 ClinicalTrials
Adenocarcinoma of Lung 1 D000077192 ClinicalTrials
Nasopharyngeal Carcinoma 1 D000077274 ClinicalTrials
Blastic Plasmacytoid Dendritic Cell Neoplasm 1 D000099067 ClinicalTrials
Hepatoblastoma 1 D018197 ClinicalTrials
Leukemia, Myelomonocytic, Juvenile 1 D054429 ClinicalTrials
Carcinoma, Pancreatic Ductal 1 D021441 ClinicalTrials
Leukemia, Biphenotypic, Acute 1 D015456 ClinicalTrials
Paraganglioma 1 D010235 ClinicalTrials
Severe Combined Immunodeficiency 1 D016511 ClinicalTrials
Leukemia-Lymphoma, Adult T-Cell 1 D015459 ClinicalTrials
Sezary Syndrome 1 D012751 ClinicalTrials
Mycosis Fungoides 1 D009182 ClinicalTrials
Lupus Erythematosus, Systemic 1 D008180 ClinicalTrials

Related Entries

Scaffolds

Salt
UNKNOWN
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