FLUDARABINE PHOSPHATE

Search structure
Trade Names:
Synonyms:
Status: Approved (1991)
Entry Type: Small molecule
Molecule Category: Salt
UNII: 1X9VK9O1SC
Parent Compound: FLUDARABINE

Structure
InChI Key GIUYCYHIANZCFB-FJFJXFQQSA-N
Smile Nc1nc(F)nc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O
InChI
InChI=1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6+,9-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H13FN5O7P
Molecular Weight 365.21
AlogP -1.72
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 4.0
Polar Surface Area 186.07
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 24.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR DNA polymerase (alpha/delta/epsilon) inhibitor FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Lyase
- - - 131 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Anemia, Sickle Cell 3 D000755 ClinicalTrials
Anemia, Aplastic 3 D000741 ClinicalTrials
Myelodysplastic Syndromes 3 D009190 ClinicalTrials
Lymphoma 3 D008223 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Hodgkin Disease 3 D006689 ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL Positive 3 D015464 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Leukemia 3 D007938 ClinicalTrials
Scleroderma, Systemic 3 D012595 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Multiple Myeloma 3 D009101 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Anemia, Refractory 3 D000753 ClinicalTrials
Myeloproliferative Disorders 3 D009196 ClinicalTrials
Anemia 3 D000740 ClinicalTrials
Lymphoma, Non-Hodgkin 3 D008228 ClinicalTrials
Anemia, Aplastic 3 D000741 ClinicalTrials
Leukemia, Erythroblastic, Acute 3 D004915 ClinicalTrials
Lymphoma, Mantle-Cell 3 D020522 ClinicalTrials
Leukemia, Megakaryoblastic, Acute 3 D007947 ClinicalTrials
Waldenstrom Macroglobulinemia 3 D008258 ClinicalTrials
Leukemia, Myelomonocytic, Chronic 3 D015477 ClinicalTrials
Leukemia, Erythroblastic, Acute 3 D004915 ClinicalTrials
Leukemia, Monocytic, Acute 3 D007948 ClinicalTrials
Leukemia, Myelomonocytic, Acute 3 D015479 ClinicalTrials
Myeloproliferative Disorders 3 D009196 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Anemia, Refractory, with Excess of Blasts 3 D000754 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Bone Marrow Failure Disorders 3 D000080983 ClinicalTrials
Arthritis, Psoriatic 2 D015535 ClinicalTrials
Kidney Neoplasms 2 D007680 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Multiple Sclerosis 2 D009103 ClinicalTrials
Leukemia, Large Granular Lymphocytic 2 D054066 ClinicalTrials
Carcinoma, Renal Cell 2 D002292 ClinicalTrials
Histiocytosis, Langerhans-Cell 2 D006646 ClinicalTrials
Leukemia, Hairy Cell 2 D007943 ClinicalTrials
Hemoglobinuria, Paroxysmal 2 D006457 ClinicalTrials
Lymphoma, B-Cell, Marginal Zone 2 D018442 ClinicalTrials
Myelodysplastic-Myeloproliferative Diseases 2 D054437 ClinicalTrials
Immunologic Deficiency Syndromes 2 D007153 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Skin Neoplasms 2 D012878 ClinicalTrials
Leukemia, Prolymphocytic 2 D015463 ClinicalTrials
Peritoneal Neoplasms 2 D010534 ClinicalTrials
Fallopian Tube Neoplasms 2 D005185 ClinicalTrials
Graft vs Host Disease 2 D006086 ClinicalTrials
Kidney Neoplasms 2 D007680 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Leukemia, Lymphoid 2 D007945 ClinicalTrials
Sarcoma 2 D012509 ClinicalTrials
Esophageal Neoplasms 2 D004938 ClinicalTrials
Crohn Disease 2 D003424 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Immune System Diseases 2 D007154 ClinicalTrials
Neuroblastoma 2 D009447 ClinicalTrials
Psoriasis 2 D011565 ClinicalTrials
Carcinoma, Renal Cell 2 D002292 ClinicalTrials
Graft vs Host Disease 2 D006086 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Lymphoma, T-Cell 2 D016399 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Lupus Erythematosus, Systemic 2 D008180 ClinicalTrials
Leukemia-Lymphoma, Adult T-Cell 2 D015459 ClinicalTrials
Hematologic Diseases 2 D006402 ClinicalTrials
Granuloma, Lethal Midline 2 D006103 ClinicalTrials
Leukemia, Plasma Cell 2 D007952 ClinicalTrials
Leukemia, Prolymphocytic, B-Cell 2 D054403 ClinicalTrials
Leukemia, Myelomonocytic, Juvenile 2 D054429 ClinicalTrials
Leukemia, Prolymphocytic, T-Cell 2 D015461 ClinicalTrials
Epidermolysis Bullosa 2 D004820 ClinicalTrials
Sezary Syndrome 2 D012751 ClinicalTrials
Mycosis Fungoides 2 D009182 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Thalassemia 2 D013789 ClinicalTrials
Histiocytosis 2 D015614 ClinicalTrials
Severe Combined Immunodeficiency 2 D016511 ClinicalTrials
Osteopetrosis 2 D010022 ClinicalTrials
Granulomatous Disease, Chronic 2 D006105 ClinicalTrials
Fanconi Anemia 2 D005199 ClinicalTrials
beta-Thalassemia 2 D017086 ClinicalTrials
Wiskott-Aldrich Syndrome 2 D014923 ClinicalTrials
Lymphoma, T-Cell, Peripheral 2 D016411 ClinicalTrials
Immunoblastic Lymphadenopathy 2 D007119 ClinicalTrials
Burkitt Lymphoma 2 D002051 ClinicalTrials
Polycythemia Vera 2 D011087 ClinicalTrials
Shwachman-Diamond Syndrome 2 D000081003 ClinicalTrials
Lymphoma, Large-Cell, Anaplastic 2 D017728 ClinicalTrials
Thyroid Neoplasms 1 D013964 ClinicalTrials
Lupus Nephritis 1 D008181 ClinicalTrials
Vasculitis 1 D014657 ClinicalTrials
Carcinoma, Medullary 1 D018276 ClinicalTrials
Neoplasm Metastasis 1 D009362 ClinicalTrials
Head and Neck Neoplasms 1 D006258 ClinicalTrials
Leukemia, Biphenotypic, Acute 1 D015456 ClinicalTrials
Nasopharyngeal Neoplasms 1 D009303 ClinicalTrials
Arthritis, Rheumatoid 1 D001172 ClinicalTrials
Glioblastoma 1 D005909 ClinicalTrials
Gliosarcoma 1 D018316 ClinicalTrials
Leukemia, Biphenotypic, Acute 1 D015456 ClinicalTrials
Liver Neoplasms 1 D008113 ClinicalTrials
Neoplasm Metastasis 1 D009362 ClinicalTrials
Renal Insufficiency 1 D051437 ClinicalTrials
Sarcoma, Ewing 1 D012512 ClinicalTrials
Osteosarcoma 1 D012516 ClinicalTrials
Brain Neoplasms 1 D001932 ClinicalTrials
Carcinoma, Pancreatic Ductal 1 D021441 ClinicalTrials
Neoplasms, Germ Cell and Embryonal 1 D009373 ClinicalTrials
Carcinoma, Squamous Cell 1 D002294 ClinicalTrials
Diffuse Intrinsic Pontine Glioma 1 D000080443 ClinicalTrials
Blast Crisis 1 D001752 ClinicalTrials
Prostatic Neoplasms 1 D011471 ClinicalTrials
Leukemia, Biphenotypic, Acute 1 D015456 ClinicalTrials
Hepatoblastoma 1 D018197 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 1 D064129 ClinicalTrials
Mesothelioma 1 D008654 ClinicalTrials
Lung Neoplasms 1 D008175 ClinicalTrials
Neoplasms, Neuroepithelial 0 D018302 ClinicalTrials
Neuromyelitis Optica 0 D009471 ClinicalTrials

Related Entries

Scaffolds

Parent

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Infections and infestations
14.72
Blood and lymphatic system disorders
12.15
General disorders and administration site conditions
9.24
Nervous system disorders
7.64
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
7.33
Injury, poisoning and procedural complications
6.56
Respiratory, thoracic and mediastinal disorders
6.15
Vascular disorders
5.09
Gastrointestinal disorders
4.38
Immune system disorders
4.15
Investigations
3.88
Skin and subcutaneous tissue disorders
3.37
Hepatobiliary disorders
3.23
Renal and urinary disorders
2.48
Metabolism and nutrition disorders
2.08
Cardiac disorders
2.06

Cross References

Resources Reference
ChEBI 63599
ChEMBL CHEMBL1096882
DrugCentral 1189
EPA CompTox DTXSID2023060
FDA SRS 1X9VK9O1SC
Human Metabolome Database HMDB0015206
PharmGKB PA449655
PubChem 30751
SureChEMBL SCHEMBL3511
ZINC ZINC000003927870
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