Fludarabine

Highest phase reached
Drug type
Small molecule

Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Fludarabine
Molecular weight
Structure (SMILES)
Nc1nc(F)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O

  • 2 f araa
  • 2 fluoro 9 beta d arabinofuranosyladenine
  • 2 fluoro ara a
  • 2 fluorovidarabine
  • 2-f-araa
  • 2-fluoro ara-a
  • 2-FLUORO-9-.BETA.-D-ARABINOFURANOSYLADENINE
  • 2-fluorovidarabine
  • 9 beta d arabinofuranosyl 2 fluoro 9h purin 6 amine
  • 9 beta d arabinofuranosyl 2 fluoroadenine
  • 9-.BETA.-D-ARABINOFURANOSYL-2-FLUORO-9H-PURIN-6-AMINE
  • 9-.BETA.-D-ARABINOFURANOSYL-2-FLUOROADENINE
  • fludarabina
  • Fludarabina
  • fludarabine
  • Fludarabine
  • FLUDARABINE [HSDB]
  • fludarabine [INN]
  • FLUDARABINE [MI]
  • FLUDARABINE [VANDF]
  • Fludarabine [WHO-DD]
  • fludarabine hsdb
  • fludarabine inn
  • fludarabine mi
  • fludarabine phosphate impurity 2 fluoro ara adenine usp impurity

And 11 more, listed on the interactive page.

ATC classification codes
  • L01BB05
Sources for recorded values
CAS registry numbers
  • 21679-14-1
ChEMBL ID
CHEMBL1568
InChIKey
HBUBKKRHXORPQB-FJFJXFQQSA-N
PubChem compound IDs
  • 657237
RxNorm IDs (RxCUI)
  • 24698
FDA ingredient codes (UNII)
  • P2K93U8740

First in class
No
Orphan designation
No

Pharmacology name
fludarabine
Type
Synthetic organic
Drug name stem
-arabine
Approval recorded by Guide to Pharmacology
Yes

  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    ribonucleotide reductase catalytic subunit M1
    Gene symbol
    RRM1
    Protein identifier
    P23921
    Median affinity
    6
    Affinity units
    pIC50
    Primary target
    Yes
  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    ribonucleotide reductase regulatory subunit M2
    Gene symbol
    RRM2
    Protein identifier
    P31350
    Median affinity
    6
    Affinity units
    pIC50
    Primary target
    Yes

  • Condition
    Leukemia, Biphenotypic, Acute
    Highest recorded phase
    1
    Condition identifier
    EFO:0000094
    Subject identifier
    D015456
  • Condition
    Leukemia, Lymphocytic, Chronic, B-Cell
    Highest recorded phase
    3
    Condition identifier
    EFO:0000095
    Subject identifier
    D015451
  • Condition
    Lymphoma, Follicular
    Highest recorded phase
    3
    Condition identifier
    EFO:0000096
    Subject identifier
    D008224
  • Condition
    Sarcoma, Ewing
    Highest recorded phase
    1
    Condition identifier
    EFO:0000174
    Subject identifier
    D012512
  • Condition
    Carcinoma, Squamous Cell
    Highest recorded phase
    1
    Condition identifier
    EFO:0000181
    Subject identifier
    D002294
  • Condition
    Carcinoma, Hepatocellular
    Highest recorded phase
    2
    Condition identifier
    EFO:0000182
    Subject identifier
    D006528
  • Condition
    Hodgkin Disease
    Highest recorded phase
    2
    Condition identifier
    EFO:0000183
    Subject identifier
    D006689
  • Condition
    Lymphoma, B-Cell, Marginal Zone
    Highest recorded phase
    2
    Condition identifier
    EFO:0000191
    Subject identifier
    D018442
  • Condition
    Prostatic Neoplasms
    Highest recorded phase
    1
    Condition identifier
    EFO:0000196
    Subject identifier
    D011471
  • Condition
    Myelodysplastic Syndromes
    Highest recorded phase
    3
    Condition identifier
    EFO:0000198
    Subject identifier
    D009190
  • Condition
    Leukemia, Biphenotypic, Acute
    Highest recorded phase
    1
    Condition identifier
    EFO:0000209
    Subject identifier
    D015456
  • Condition
    Lymphoma, T-Cell, Peripheral
    Highest recorded phase
    2
    Condition identifier
    EFO:0000211
    Subject identifier
    D016411
  • Condition
    Precursor Cell Lymphoblastic Leukemia-Lymphoma
    Highest recorded phase
    3
    Condition identifier
    EFO:0000220
    Subject identifier
    D054198
  • Condition
    Leukemia, Myeloid, Acute
    Highest recorded phase
    3
    Condition identifier
    EFO:0000222
    Subject identifier
    D015470
  • Condition
    Burkitt Lymphoma
    Highest recorded phase
    2
    Condition identifier
    EFO:0000309
    Subject identifier
    D002051
  • Condition
    Leukemia, Myelogenous, Chronic, BCR-ABL Positive
    Highest recorded phase
    3
    Condition identifier
    EFO:0000339
    Subject identifier
    D015464
  • Condition
    Carcinoma, Renal Cell
    Highest recorded phase
    2
    Condition identifier
    EFO:0000349
    Subject identifier
    D002292
  • Condition
    Crohn Disease
    Highest recorded phase
    2
    Condition identifier
    EFO:0000384
    Subject identifier
    D003424
  • Condition
    Melanoma
    Highest recorded phase
    3
    Condition identifier
    EFO:0000389
    Subject identifier
    D008545
  • Condition
    Lymphoma, Large B-Cell, Diffuse
    Highest recorded phase
    3
    Condition identifier
    EFO:0000403
    Subject identifier
    D016403
  • Condition
    Neoplasms, Germ Cell and Embryonal
    Highest recorded phase
    2
    Condition identifier
    EFO:0000514
    Subject identifier
    D009373
  • Condition
    Glioblastoma
    Highest recorded phase
    1
    Condition identifier
    EFO:0000519
    Subject identifier
    D005909
  • Condition
    Immune System Diseases
    Highest recorded phase
    1
    Condition identifier
    EFO:0000540
    Subject identifier
    D007154
  • Condition
    Leukemia
    Highest recorded phase
    3
    Condition identifier
    EFO:0000565
    Subject identifier
    D007938
  • Condition
    Adenocarcinoma of Lung
    Highest recorded phase
    1
    Condition identifier
    EFO:0000571
    Subject identifier
    D000077192

And 93 more, listed on the interactive page.

  • Condition identifier
    EFO_0000095
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000096
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000198
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000220
  • Condition identifier
    EFO_0000222
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000339
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000389
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000403
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000519
    Highest recorded phase
    1
  • Condition identifier
    EFO_0000544
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000565
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000574
  • Condition identifier
    EFO_0000616
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000676
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000756
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000768
    Highest recorded phase
    1
  • Condition identifier
    EFO_0001378
    Highest recorded phase
    3
  • Condition identifier
    EFO_0002617
    Highest recorded phase
    3
  • Condition identifier
    EFO_0003778
    Highest recorded phase
    2
  • Condition identifier
    EFO_0003863
    Highest recorded phase
    2
  • Condition identifier
    EFO_0004251
    Highest recorded phase
    2
  • Condition identifier
    EFO_0004272
    Highest recorded phase
    2
  • Condition identifier
    EFO_0004352
    Highest recorded phase
    2
  • Condition identifier
    EFO_0004599
    Highest recorded phase
    2
  • Condition identifier
    EFO_0005952
    Highest recorded phase
    3

And 267 more, listed on the interactive page.

  • Event
    acute graft versus host disease
    Reports
    435
    Reporting signal score
    1,606.97
  • Event
    acute graft versus host disease in intestine
    Reports
    114
    Reporting signal score
    425.42
  • Event
    acute graft versus host disease in skin
    Reports
    298
    Reporting signal score
    1,171.09
  • Event
    acute lymphocytic leukaemia recurrent
    Reports
    64
    Reporting signal score
    168.792
  • Event
    acute myeloid leukaemia
    Reports
    164
    Reporting signal score
    324.044
  • Event
    acute myeloid leukaemia recurrent
    Reports
    53
    Reporting signal score
    170.905
  • Event
    adenovirus infection
    Reports
    207
    Reporting signal score
    751.051
  • Event
    autoimmune haemolytic anaemia
    Reports
    126
    Reporting signal score
    334.285
  • Event
    bacteraemia
    Reports
    145
    Reporting signal score
    244.925
  • Event
    bk virus infection
    Reports
    135
    Reporting signal score
    372.819
  • Event
    bone marrow failure
    Reports
    220
    Reporting signal score
    288.649
  • Event
    bronchopulmonary aspergillosis
    Reports
    139
    Reporting signal score
    323.895
  • Event
    chronic graft versus host disease
    Reports
    272
    Reporting signal score
    901.545
  • Event
    chronic graft versus host disease in skin
    Reports
    48
    Reporting signal score
    143.811
  • Event
    chronic lymphocytic leukaemia
    Reports
    78
    Reporting signal score
    169.818
  • Event
    chronic lymphocytic leukaemia recurrent
    Reports
    199
    Reporting signal score
    886.222
  • Event
    cystitis haemorrhagic
    Reports
    195
    Reporting signal score
    585.075
  • Event
    cytokine release syndrome
    Reports
    494
    Reporting signal score
    1,537.74
  • Event
    cytomegalovirus chorioretinitis
    Reports
    66
    Reporting signal score
    170.463
  • Event
    cytomegalovirus infection
    Reports
    629
    Reporting signal score
    1,744.25
  • Event
    cytomegalovirus infection reactivation
    Reports
    211
    Reporting signal score
    756.221
  • Event
    cytomegalovirus viraemia
    Reports
    192
    Reporting signal score
    568.042
  • Event
    cytopenia
    Reports
    119
    Reporting signal score
    192.716
  • Event
    dizziness
    Reports
    64
    Reporting signal score
    150.013
  • Event
    engraftment syndrome
    Reports
    70
    Reporting signal score
    275.037

And 34 more, listed on the interactive page.

And 520 more, listed on the interactive page.

Hydrogen bond acceptors
9
Hydrogen bond donors
4
Polar surface area
139.54
Calculated partition coefficient (ALogP)
-1.84
Calculated partition coefficient (XLogP)
-0.6
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
2
Heavy atoms
20
Molecular formula
C10H12FN5O4
Monoisotopic mass
285.08733204
Natural product
No

Recorded assays
2,609
Active assays
306

  • Confirmatory
  • Other
  • Screening
  • Summary

Related records

Trials (1,227)

In development for (257)

Other linked conditions (1)

Targets (2)