ANIDULAFUNGIN

Search structure
Trade Names:
Synonyms:
Status: Approved (2006)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J02AX06
UNII: 9HLM53094I

Structure
InChI Key JHVAMHSQVVQIOT-MFAJLEFUSA-N
Smile CCCCCOc1ccc(-c2ccc(-c3ccc(C(=O)N[C@H]4C[C@@H](O)[C@@H](O)NC(=O)[C@@H]5[C@@H](O)[C@@H](C)CN5C(=O)[C@H]([C@@H](C)O)NC(=O)[C@H]([C@H](O)[C@@H](O)c5ccc(O)cc5)NC(=O)[C@@H]5C[C@@H](O)CN5C(=O)[C@H]([C@@H](C)O)NC4=O)cc3)cc2)cc1
InChI
InChI=1S/C58H73N7O17/c1-5-6-7-24-82-40-22-18-35(19-23-40)33-10-8-32(9-11-33)34-12-14-37(15-13-34)51(74)59-41-26-43(70)54(77)63-56(79)47-48(71)29(2)27-65(47)58(81)45(31(4)67)61-55(78)46(50(73)49(72)36-16-20-38(68)21-17-36)62-53(76)42-25-39(69)28-64(42)57(80)44(30(3)66)60-52(41)75/h8-23,29-31,39,41-50,54,66-73,77H,5-7,24-28H2,1-4H3,(H,59,74)(H,60,75)(H,61,78)(H,62,76)(H,63,79)/t29-,30+,31+,39+,41-,42-,43+,44-,45-,46-,47-,48-,49-,50-,54+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C58H73N7O17
Molecular Weight 1140.25
AlogP None
Hydrogen Bond Acceptor None
Hydrogen Bond Donor None
Number of Rotational Bond None
Polar Surface Area None
Molecular species None
Aromatic Rings None
Heavy Atoms None

Pharmacology

Action Mechanism of Action Reference
INHIBITOR 1,3-beta-glucan synthase inhibitor DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- 12000 - - 34
Enzyme Transferase
- - - - 75

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Candidemia 4 D058387 ClinicalTrials
Candidiasis 4 D002177 ClinicalTrials
Aspergillosis 3 D001228 ClinicalTrials
Candidiasis, Invasive 3 D058365 ClinicalTrials
Neuroaspergillosis 3 D020953 ClinicalTrials
Myelodysplastic Syndromes 2 D009190 ClinicalTrials
Leukemia, Myeloid, Acute 2 D015470 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Mycoses 1 D009181 ClinicalTrials
Neutropenia 1 D009503 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Infections and infestations Infection 64.0
Infections and infestations Infestation 64.0
Infections and infestations Infection 62.6
Infections and infestations Infestation 62.6
Gastrointestinal disorders Gastrointestinal disorder 61.8
Gastrointestinal disorders Gastrointestinal disorder 57.6
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 51.1
Metabolism and nutrition disorders Malnutrition 48.8
Metabolism and nutrition disorders Malnutrition 46.6
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 44.0
Infections and infestations Infection 38.3
Infections and infestations Infestation 38.3
Vascular disorders Angiopathy 38.2
Gastrointestinal disorders Gastrointestinal disorder 37.5
Psychiatric disorders Mental disorder 36.6
Psychiatric disorders Mental disorder 36.0
Gastrointestinal disorders Gastrointestinal disorder 35.3
Infections and infestations Infection 32.9
Infections and infestations Infestation 32.9
Vascular disorders Angiopathy 32.8
Skin and subcutaneous tissue disorders Skin disorder 25.6
Metabolism and nutrition disorders Hypokalaemia 25.2
Nervous system disorders Nervous system disorder 24.8
Gastrointestinal disorders Nausea 24.4
Skin and subcutaneous tissue disorders Skin disorder 22.9
Musculoskeletal and connective tissue disorders Connective tissue disorder 20.6
Nervous system disorders Nervous system disorder 20.6
Musculoskeletal and connective tissue disorders Connective tissue disorder 20.0
Metabolism and nutrition disorders Hypokalaemia 19.2
Infections and infestations Bacteraemia 18.4
Investigations Body temperature increased 18.4
Gastrointestinal disorders Diarrhoea 18.4
Gastrointestinal disorders Diarrhoea 18.3
Infections and infestations Bacteraemia 17.6
Investigations Body temperature increased 17.6
Infections and infestations Urinary tract infection 17.6
Gastrointestinal disorders Vomiting 17.6
Metabolism and nutrition disorders Malnutrition 16.7
Blood and lymphatic system disorders Anaemia 16.0
Nervous system disorders Insomnia 15.3
Metabolism and nutrition disorders Malnutrition 15.3
Infections and infestations Pneumonia 15.2
Vascular disorders Hypotension 14.5
Infections and infestations Urinary tract infection 14.5
Vascular disorders Hypotension 14.4
Nervous system disorders Nervous system disorder 13.0
Gastrointestinal disorders Abdominal pain 12.8
Gastrointestinal disorders Gastrointestinal pain 12.8
Cardiac disorders Oedema peripheral 12.8
Gastrointestinal disorders Nausea 12.0
Nervous system disorders Nervous system disorder 12.0
Investigations Blood alkaline phosphatase increased 11.5
Cardiac disorders Dyspnoea 11.5
Vascular disorders Hypertension 11.5
Metabolism and nutrition disorders Hypomagnesaemia 11.5
Investigations Blood alkaline phosphatase increased 11.2
Gastrointestinal disorders Constipation 11.2
Investigations Hepatic enzyme increased 11.2
Metabolism and nutrition disorders Hyperkalaemia 11.2
Metabolism and nutrition disorders Hypomagnesaemia 11.2
Cardiac disorders Oedema peripheral 10.7
Musculoskeletal and connective tissue disorders Back pain 10.4
Gastrointestinal disorders Vomiting 9.97
Vascular disorders Deep vein thrombosis 9.92
Respiratory, thoracic and mediastinal disorders Pleural effusion 9.92
Nervous system disorders Insomnia 9.6
Gastrointestinal disorders Vomiting 9.6
Investigations Body temperature increased 9.3
Blood and lymphatic system disorders Anaemia 9.16
Investigations Body temperature increased 9.0
Gastrointestinal disorders Diarrhoea 9.0
Respiratory, thoracic and mediastinal disorders Pleural effusion 8.8
Infections and infestations Sepsis 8.8
Gastrointestinal disorders Diarrhoea 8.64
Gastrointestinal disorders Constipation 8.4
Nervous system disorders Headache 8.4
Investigations White blood cell count increased 8.4
Blood and lymphatic system disorders Anaemia 8.33
Nervous system disorders Headache 8.33
Nervous system disorders Confusional state 8.0
Skin and subcutaneous tissue disorders Decubitus ulcer 8.0
General disorders and administration site conditions Feeling abnormal 8.0
Nervous system disorders Headache 8.0
Endocrine disorders Hypoglycaemia 8.0
Gastrointestinal disorders Nausea 7.64
Nervous system disorders Confusional state 7.63
General disorders and administration site conditions Feeling abnormal 7.63
Blood and lymphatic system disorders Anaemia 7.31
Vascular disorders Deep vein thrombosis 7.2
Gastrointestinal disorders Dyspepsia 6.98
Respiratory, thoracic and mediastinal disorders Cough 6.87
Endocrine disorders Hypoglycaemia 6.87
Infections and infestations Sepsis 6.87
Gastrointestinal disorders Dyspepsia 6.67
Gastrointestinal disorders Nausea 6.67
Nervous system disorders Headache 6.64
Endocrine disorders Hyperglycaemia 6.4
Gastrointestinal disorders Abdominal pain 6.11
Metabolism and nutrition disorders Dehydration 6.11
Psychiatric disorders Depression 6.11
Gastrointestinal disorders Gastrointestinal pain 6.11
Endocrine disorders Hyperglycaemia 6.11
Metabolism and nutrition disorders Hyperkalaemia 6.11
Infections and infestations Pneumonia 6.11
Respiratory, thoracic and mediastinal disorders Respiratory distress 6.11
Blood and lymphatic system disorders Thrombocytosis 6.11
Metabolism and nutrition disorders Hypokalaemia 5.65
Respiratory, thoracic and mediastinal disorders Cough 5.6
Musculoskeletal and connective tissue disorders Back pain 5.34
Investigations Blood creatinine increased 5.34
Cardiac disorders Chest pain 5.34
Skin and subcutaneous tissue disorders Decubitus ulcer 5.34
Investigations Hepatic enzyme increased 5.34
Blood and lymphatic system disorders Leukocytosis 5.34
Infections and infestations Candida infection 5.0
Gastrointestinal disorders Oral candidiasis 5.0
Cardiac disorders Chest pain 4.8
Blood and lymphatic system disorders Leukocytosis 4.8
Metabolism and nutrition disorders Hypokalaemia 4.67
Psychiatric disorders Depression 4.0
Vascular disorders Hypertension 4.0
Infections and infestations Candida infection 3.32
Gastrointestinal disorders Oral candidiasis 3.32
Cardiac disorders Dyspnoea 3.2
Gastrointestinal disorders Diarrhoea 3.1
Metabolism and nutrition disorders Hypokalaemia 3.1
Gastrointestinal disorders Diarrhoea 3.05
Metabolism and nutrition disorders Hypokalaemia 3.05
Vascular disorders Deep vein thrombosis 2.4
Metabolism and nutrition disorders Hypokalaemia 2.4
Investigations White blood cell count increased 2.4
Investigations Alanine aminotransferase increased 2.3
General disorders and administration site conditions Hot flush 2.3
Reproductive system and breast disorders Menopausal symptoms 2.3
Skin and subcutaneous tissue disorders Pruritus 2.3
Metabolism and nutrition disorders Dehydration 1.6
Gastrointestinal disorders Diarrhoea 1.6
Respiratory, thoracic and mediastinal disorders Respiratory distress 1.6
Investigations Blood alkaline phosphatase increased 1.5
Investigations Blood bilirubin increased 1.5
Skin and subcutaneous tissue disorders Dermatitis 1.5
Investigations Hepatic enzyme increased 1.5
Skin and subcutaneous tissue disorders Rash 1.5
Nervous system disorders Headache 1.33
Blood and lymphatic system disorders Leukopenia 1.33
Vascular disorders Phlebitis 1.33
Skin and subcutaneous tissue disorders Dermatitis 1.0
Gastrointestinal disorders Nausea 1.0
Blood and lymphatic system disorders Neutropenia 1.0
Skin and subcutaneous tissue disorders Rash 1.0
Investigations Body temperature increased 0.997
Gastrointestinal disorders Dyspepsia 0.997
Nervous system disorders Headache 0.997
Gastrointestinal disorders Nausea 0.997
Gastrointestinal disorders Vomiting 0.997
Investigations Blood creatinine increased 0.8
Blood and lymphatic system disorders Thrombocytosis 0.8
Immune system disorders Urticaria 0.8
Vascular disorders Deep vein thrombosis 0.763
Investigations Body temperature increased 0.667
Blood and lymphatic system disorders Leukopenia 0.667
Vascular disorders Phlebitis 0.667
Gastrointestinal disorders Vomiting 0.667
Skin and subcutaneous tissue disorders Dermatitis 0.664
Skin and subcutaneous tissue disorders Rash 0.664
Gastrointestinal disorders Dyspepsia 0.333

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
15.02
Infections and infestations
11.13
Investigations
10.25
Respiratory, thoracic and mediastinal disorders
8.66
Skin and subcutaneous tissue disorders
7.42
Vascular disorders
7.42
Injury, poisoning and procedural complications
5.12
Blood and lymphatic system disorders
4.95
Nervous system disorders
4.77
Hepatobiliary disorders
4.59
Cardiac disorders
4.42
Immune system disorders
4.06
Metabolism and nutrition disorders
2.83
Musculoskeletal and connective tissue disorders
2.3
Renal and urinary disorders
2.3

Cross References

Resources Reference
CAS NUMBER 166663-25-8
ChEBI 55346
ChEMBL CHEMBL264241
DrugBank DB00362
FDA SRS 9HLM53094I
PharmGKB PA164742938
PubChem 166548
SureChEMBL SCHEMBL38292
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