PENTOSTATIN

Search structure
Trade Names:
Synonyms:
Status: Approved (1991)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: L01XX08
UNII: 395575MZO7

Structure
InChI Key FPVKHBSQESCIEP-JQCXWYLXSA-N
Smile OC[C@H]1O[C@@H](n2cnc3c2N=CNC[C@H]3O)C[C@@H]1O
InChI
InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7+,8+,9+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C11H16N4O4
Molecular Weight 268.27
AlogP -1.18
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 2.0
Polar Surface Area 112.13
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 19.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Adenosine deaminase inhibitor DailyMed
Primary Target
Adenosine deaminase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - 0-1 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Leukemia, Hairy Cell 4 D007943 ClinicalTrials
Graft vs Host Disease 3 D006086 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 3 D015451 ClinicalTrials
Graft vs Host Disease 3 D006086 ClinicalTrials
Leukemia 2 D007938 ClinicalTrials
Lymphoma 2 D008223 ClinicalTrials
Anemia, Sickle Cell 1 D000755 ClinicalTrials
Kidney Neoplasms 1 D007680 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Nausea 63.0
Gastrointestinal disorders Vomiting 63.0
Blood and lymphatic system disorders Leukopenia 60.0
Investigations Body temperature increased 59.0
General disorders and administration site conditions Asthenia 55.0
General disorders and administration site conditions Fatigue 55.0
Investigations Body temperature increased 46.0
Skin and subcutaneous tissue disorders Dermatitis 43.0
Skin and subcutaneous tissue disorders Rash 43.0
General disorders and administration site conditions Asthenia 42.0
Investigations Body temperature increased 42.0
General disorders and administration site conditions Fatigue 42.0
Infections and infestations Infection 36.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 36.0
Musculoskeletal and connective tissue disorders Myalgia 36.0
Blood and lymphatic system disorders Anaemia 35.0
General disorders and administration site conditions Chills 34.0
Blood and lymphatic system disorders Thrombocytopenia 32.0
Skin and subcutaneous tissue disorders Dermatitis 30.0
Skin and subcutaneous tissue disorders Rash 30.0
General disorders and administration site conditions Asthenia 29.0
General disorders and administration site conditions Fatigue 29.0
Nervous system disorders Headache 29.0
Skin and subcutaneous tissue disorders Dermatitis 26.0
Skin and subcutaneous tissue disorders Rash 26.0
Blood and lymphatic system disorders Leukopenia 22.0
Gastrointestinal disorders Nausea 22.0
Gastrointestinal disorders Vomiting 22.0
General disorders and administration site conditions Hyperhidrosis 21.0
Skin and subcutaneous tissue disorders Pruritus 21.0
Respiratory, thoracic and mediastinal disorders Cough 20.0
General disorders and administration site conditions Pain 20.0
General disorders and administration site conditions Chills 19.0
Gastrointestinal disorders Foetor hepaticus 19.0
Hepatobiliary disorders Hepatocellular injury 19.0
Hepatobiliary disorders Liver disorder 19.0
Investigations Liver function test abnormal 19.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 19.0
Musculoskeletal and connective tissue disorders Myalgia 19.0
General disorders and administration site conditions Pain 19.0
Respiratory, thoracic and mediastinal disorders Cough 17.0
Gastrointestinal disorders Diarrhoea 17.0
Nervous system disorders Headache 17.0
Skin and subcutaneous tissue disorders Skin disorder 17.0
Infections and infestations Viral infection 17.0
Gastrointestinal disorders Abdominal pain 16.0
General disorders and administration site conditions Decreased appetite 16.0
Gastrointestinal disorders Gastrointestinal pain 16.0
Infections and infestations Upper respiratory tract infection 16.0
Gastrointestinal disorders Abdominal pain 15.0
Respiratory, thoracic and mediastinal disorders Cough 15.0
Gastrointestinal disorders Diarrhoea 15.0
Gastrointestinal disorders Gastrointestinal pain 15.0
Blood and lymphatic system disorders Leukopenia 15.0
Infections and infestations Rhinitis 15.0
Renal and urinary disorders Urogenital disorder 15.0
Musculoskeletal and connective tissue disorders Arthralgia 14.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 14.0
General disorders and administration site conditions Asthenia 13.0
General disorders and administration site conditions Decreased appetite 13.0
Cardiac disorders Dyspnoea 13.0
Nervous system disorders Headache 13.0
Infections and infestations Upper respiratory tract infection 13.0
General disorders and administration site conditions Asthenia 12.0
Respiratory, thoracic and mediastinal disorders Lung disorder 12.0
Gastrointestinal disorders Stomatitis 12.0
General disorders and administration site conditions Chills 11.0
Cardiac disorders Dyspnoea 11.0
Immune system disorders Hypersensitivity 11.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 11.0
Musculoskeletal and connective tissue disorders Myalgia 11.0
Nervous system disorders Nervous system disorder 11.0
Injury, poisoning and procedural complications Neurotoxicity 11.0
Gastrointestinal disorders Pharyngitis 11.0
Infections and infestations Rhinitis 11.0
General disorders and administration site conditions Asthenia 10.0
General disorders and administration site conditions Decreased appetite 10.0
General disorders and administration site conditions Hyperhidrosis 10.0
Gastrointestinal disorders Pharyngitis 10.0
Skin and subcutaneous tissue disorders Pruritus 10.0
Infections and infestations Rhinitis 10.0
Blood and lymphatic system disorders Anaemia 8.0
Cardiac disorders Dyspnoea 8.0
Infections and infestations Herpes zoster 8.0
General disorders and administration site conditions Hyperhidrosis 8.0
General disorders and administration site conditions Pain 8.0
Gastrointestinal disorders Pharyngitis 8.0
Infections and infestations Upper respiratory tract infection 8.0
Infections and infestations Viral infection 8.0
Infections and infestations Infection 7.0
Infections and infestations Pneumonia 7.0
Gastrointestinal disorders Stomatitis 7.0
Musculoskeletal and connective tissue disorders Arthralgia 6.0
Infections and infestations Cellulitis 6.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 6.0
Skin and subcutaneous tissue disorders Pruritus 6.0
Infections and infestations Sinusitis 6.0
Blood and lymphatic system disorders Thrombocytopenia 6.0
Blood and lymphatic system disorders Anaemia 5.0
Infections and infestations Bacterial infection 5.0
Infections and infestations Pneumonia 5.0
Skin and subcutaneous tissue disorders Skin disorder 5.0
Gastrointestinal disorders Stomatitis 5.0
Gastrointestinal disorders Abdominal pain 4.0
Infections and infestations Abscess 4.0
Infections and infestations Bacterial infection 4.0
Eye disorders Conjunctivitis 4.0
Infections and infestations Furuncle 4.0
Gastrointestinal disorders Gastrointestinal pain 4.0
Infections and infestations Herpes simplex 4.0
Infections and infestations Sinusitis 4.0
Skin and subcutaneous tissue disorders Skin disorder 4.0
Musculoskeletal and connective tissue disorders Arthralgia 3.0
Infections and infestations Bronchitis 3.0
Infections and infestations Cellulitis 3.0
Infections and infestations Fungal infection 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
Infections and infestations Sepsis 3.0
Infections and infestations Urinary tract infection 3.0
Infections and infestations Abscess 2.0
Infections and infestations Bronchitis 2.0
Infections and infestations Candida infection 2.0
Eye disorders Conjunctivitis 2.0
Gastrointestinal disorders Foetor hepaticus 2.0
Hepatobiliary disorders Hepatocellular injury 2.0
Immune system disorders Hypersensitivity 2.0
Infections and infestations Infection 2.0
Hepatobiliary disorders Liver disorder 2.0
Investigations Liver function test abnormal 2.0
Infections and infestations Sepsis 2.0
Infections and infestations Candida infection 1.0
Infections and infestations Fungal infection 1.0
Infections and infestations Furuncle 1.0
Infections and infestations Herpes simplex 1.0
Infections and infestations Herpes zoster 1.0
Immune system disorders Hypersensitivity 1.0
Respiratory, thoracic and mediastinal disorders Lung disorder 1.0
Nervous system disorders Nervous system disorder 1.0
Injury, poisoning and procedural complications Neurotoxicity 1.0
Infections and infestations Osteomyelitis 1.0

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Infections and infestations
10.83
Investigations
9.41
Blood and lymphatic system disorders
9.06
Respiratory, thoracic and mediastinal disorders
8.88
Gastrointestinal disorders
8.35
General disorders and administration site conditions
7.46
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
7.28
Vascular disorders
5.51
Metabolism and nutrition disorders
5.15
Nervous system disorders
4.44
Renal and urinary disorders
3.73
Injury, poisoning and procedural complications
3.55
Cardiac disorders
3.37
Skin and subcutaneous tissue disorders
3.37
Hepatobiliary disorders
3.02
Immune system disorders
2.31

Cross References

Resources Reference
CAS NUMBER 53910-25-1
ChEMBL CHEMBL1580
DrugBank DB00552
DrugCentral 2098
EPA CompTox DTXSID2023436
FDA SRS 395575MZO7
Human Metabolome Database HMDB0014692
Guide to Pharmacology 4805
KEGG C02267
PDB DCF
PharmGKB PA450863
PubChem 439693
SureChEMBL SCHEMBL2817
ZINC ZINC000003806262
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