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Compound Detail

CHEMBL1630575

CASPOFUNGIN
💊 Approved Drug
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💊 Approved Drug
CC[C@H](C)C[C@H](C)CCCCCCCCC(=O)N[C@H]1C[C@@H](O)[C@@H](NCCN)NC(=O)[C@@H]2[C@@H](O)CCN2C(=O)[C@H]([C@H](O)CCN)NC(=O)[C@H]([C@H](O)[C@@H](O)c2ccc(O)cc2)NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@H]([C@@H](C)O)NC1=O

Basic Information

ChEMBL ID CHEMBL1630575
Name CASPOFUNGIN
Phase Approved
Structure Type MOL
InChI Key JYIKNQVWKBUSNH-WVDDFWQHSA-N
Therapeutic ✓ Yes

Known Names

Caspofungin Caspofungina Caspofungine L-743,872 L-743872
12
Targets
22
Activities
2
Assay Types
30
PK Parameters
20
Publications
5
Known Names
8
Indications

Molecular Properties

1093.3
MW (Da)

Drug Information

Molecule Type Small molecule
First Approval 2001
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -fungin
USAN Year 1998

Extended Properties

Molecular Formula C52H88N10O15
MW 1093.33

Indications

Candidemia Candidiasis Candidiasis, Invasive Candidiasis, Oral Infections Mycoses Aspergillosis Wounds and Injuries

ATC Classification

J02AX04
caspofungin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIMYCOTICS FOR SYSTEMIC USE

Activity Summary

IC50 21 meas. best 9.62
Ki 1 meas. best 6.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-1,3-glucan synthase
CHEMBL2037
IC50 9.62 9.62 0.2 1
Candida albicans
CHEMBL366
IC50 9.22 7.5525 0.6 8
Aspergillus fumigatus
CHEMBL363
IC50 7.48 7.09 33.0 2
Nakaseomyces glabratus
CHEMBL612647
IC50 7.3 7.3 50.0 1
Trichophyton rubrum
CHEMBL612649
IC50 7.22 7.22 60.0 1
Candida tropicalis
CHEMBL612870
IC50 7.22 7.22 60.0 1
Cryptococcus neoformans
CHEMBL365
IC50 7.0 6.7 100.0 2
Pichia kudriavzevii
CHEMBL612841
IC50 7.0 7.0 100.0 1
Unchecked
CHEMBL612545
Ki 6.77 6.77 170.0 1
Candida parapsilosis
CHEMBL612868
IC50 6.7 6.7 200.0 1
Trichophyton mentagrophytes
CHEMBL613162
IC50 6.7 6.61 200.0 2
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
IC50 5.22 5.22 6000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 549300.0 ng.hr.mL-1 Rattus norvegicus
AUC 114000.0 ng.hr.mL-1 Rattus norvegicus
AUC 667000.0 ng.hr.mL-1 Mus musculus
AUC 345000.0 ng.hr.mL-1 Mus musculus
AUC 164000.0 ng.hr.mL-1 Mus musculus
AUC 120200.0 ng.hr.mL-1 Homo sapiens
AUC 130290.0 ng.hr.mL-1 Homo sapiens
AUC 70600.0 ng.hr.mL-1 Homo sapiens
AUC 103380.0 ng.hr.mL-1 Homo sapiens
AUC 97130.0 ng.hr.mL-1 Homo sapiens
AUC 153650.0 ng.hr.mL-1 Homo sapiens
AUC 96400.0 ng.hr.mL-1 Homo sapiens
AUC 115230.0 ng.hr.mL-1 Homo sapiens
AUC 77580.0 ng.hr.mL-1 Homo sapiens
AUC 117190.0 ng.hr.mL-1 Homo sapiens
AUC 109400.0 ng.hr.mL-1 Homo sapiens
AUC 159600.0 ng.hr.mL-1 Homo sapiens
AUC 101700.0 ng.hr.mL-1 Homo sapiens
AUC 97400.0 ng.hr.mL-1 Homo sapiens
AUC 122000.0 ng.hr.mL-1 Homo sapiens
AUC 114000.0 ng.hr.mL-1 Homo sapiens
AUC 121400.0 ng.hr.mL-1 Homo sapiens
AUC 135300.0 ng.hr.mL-1 Homo sapiens
AUC 122000.0 ng.hr.mL-1 Homo sapiens
AUC 171100.0 ng.hr.mL-1 Homo sapiens
AUC 119900.0 ng.hr.mL-1 Homo sapiens
CL 0.14 mL.min-1.kg-1 Homo sapiens
CL 6.05 ml/min/m2 Homo sapiens
CL 6.07 ml/min/m2 Homo sapiens
CL 5.2 ml/min/m2 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-1,3-glucan synthase IC50 = 0.24 nM 9.62 Inhibition of wild type Candida albicans MY1055 1,3-beta-D-glucan synthase using... 23623416
Candida albicans IC50 = 0.6 nM 9.22 Antifungal activity against Candida albicans GS 34213340
Candida albicans IC50 = 30.0 nM 7.52 Antifungal activity against Candida albicans ATCC 60193 after 48 hrs by CLSI met... 18458131
Aspergillus fumigatus IC50 = 33.0 nM 7.48 Antifungal activity against Aspergillus fumigatus ATCC 46645 assessed as growth ... 25636062
Candida albicans IC50 = 40.0 nM 7.4 Antifungal activity against Fluconazole resistant Candida albicans clinical isol... 18458131
Candida albicans IC50 = 50.0 nM 7.3 Antifungal activity against Candida albicans ATCC 14053 after 48 hrs by CLSI met... 18458131
Candida albicans IC50 = 50.0 nM 7.3 Antifungal activity against Candida albicans ATCC 200955 after 48 hrs by CLSI me... 18458131
Candida albicans IC50 = 50.0 nM 7.3 Antifungal activity against Fluconazole resistant Candida albicans clinical isol... 18458131
Nakaseomyces glabratus IC50 = 50.0 nM 7.3 Antifungal activity against Candida glabrata ATCC 90030 after 48 hrs by CLSI met... 18458131
Trichophyton rubrum IC50 = 60.0 nM 7.22 Antifungal activity against Trichophyton rubrum ATCC MYA-4438 by CLSI method 18458131
Candida tropicalis IC50 = 60.0 nM 7.22 Antifungal activity against Candida tropicalis ATCC 750 after 48 hrs by CLSI met... 18458131
Candida albicans IC50 = 60.0 nM 7.22 Antifungal activity against Candida albicans ATCC 90028 after 48 hrs by CLSI met... 18458131
Candida albicans IC50 = 70.0 nM 7.16 Antifungal activity against Candida albicans ATCC 32354 after 48 hrs by CLSI met... 18458131
Pichia kudriavzevii IC50 = 100.0 nM 7.0 Antifungal activity against Candida krusei ATCC 6258 after 48 hrs by CLSI method 18458131
Cryptococcus neoformans IC50 = 100.0 nM 7.0 Antifungal activity against Cryptococcus neoformans ATCC 66031 after 72 hrs by C... 18458131
Unchecked Ki = 170.0 nM 6.77 Inhibition of Cryptococcus neoformans (H99) 1,3-beta-glucan synthase component F... 32692166
Candida parapsilosis IC50 = 200.0 nM 6.7 Antifungal activity against Candida parapsilosis ATCC 22019 after 48 hrs by CLSI... 18458131
Aspergillus fumigatus IC50 = 200.0 nM 6.7 Antifungal activity against Aspergillus fumigatus ATCC 90906 after 5 days by CLS... 18458131
Trichophyton mentagrophytes IC50 = 200.0 nM 6.7 Antifungal activity against Trichophyton mentagrophytes ATCC MYA-4439 by CLSI me... 18458131
Trichophyton mentagrophytes IC50 = 300.0 nM 6.52 Antifungal activity against Trichophyton mentagrophytes ATCC 9533 by CLSI method 18458131

Literature References

PubMed DOI Target Context # Activities
20974863 10.1128/aac.00884-10 Aspergillus fumigatus 402
17923496 10.1128/aac.00880-07 Candida tropicalis 161
19114680 10.1128/aac.01027-08 Homo sapiens 96
18955538 10.1128/aac.01162-08 Unchecked 77
19104024 10.1128/aac.01292-08 Candida albicans 61
18591282 10.1128/aac.00088-08 Candida albicans 55
19223630 10.1128/aac.01543-08 NON-PROTEIN TARGET 54
20065050 10.1128/aac.00530-09 Candida albicans 52
19380590 10.1128/aac.00160-09 Pichia kudriavzevii 51
17804411 10.1074/jbc.m705856200 Aspergillus niger 42
19786599 10.1128/aac.00980-09 Candida dubliniensis 41
17307974 10.1128/aac.01525-06 Candida albicans 40
17307974 10.1128/aac.01525-06 Candida dubliniensis 40
18955538 10.1128/aac.01162-08 Candida albicans 40
17591847 10.1128/aac.00676-07 Candida parapsilosis 36
17591847 10.1128/aac.00676-07 Candida orthopsilosis 36
17307976 10.1128/aac.00105-07 Nakaseomyces glabratus 36
19546367 10.1128/aac.00443-09 Nakaseomyces glabratus 32
18443110 10.1128/aac.00262-08 Unchecked 31
17502416 10.1128/aac.01237-06 Candida albicans 30

Data from ChEMBL 36 via Core Engine