Caspofungin acetateProduct ingredient for Caspofungin
- Name
- Caspofungin acetate
- Drug Entry
- Caspofungin
Caspofungin (brand name Cancidas worldwide) is an antifungal drug and the first member of a new drug class called the echinocandins, as coined by Merck & Co., Inc. It is typically administered intravenously. It shows activity against infections with Aspergillus and Candida, and works by inhibiting β(1,3)-D-Glucan of the fungal cell wall.
- Accession Number
- DBSALT000020
- Structure
Structure for Caspofungin acetate (DBSALT000020)
- Synonyms
- Caspofungin acetate / Caspofungin diacetate
- External IDs
- L-743,872 / L-743872 / MK-0991 / MK0991
- UNII
- VUW370O5QE
- CAS Number
- 179463-17-3
- Weight
- Average: 1213.435
Monoisotopic: 1212.685320911 - Chemical Formula
- C56H96N10O19
- InChI Key
- OGUJBRYAAJYXQP-IJFZAWIJSA-N
- InChI
- InChI=1S/C52H88N10O15.2C2H4O2/c1-5-28(2)24-29(3)12-10-8-6-7-9-11-13-39(69)56-34-26-38(68)46(55-22-21-54)60-50(75)43-37(67)19-23-61(43)52(77)41(36(66)18-20-53)58-49(74)42(45(71)44(70)31-14-16-32(64)17-15-31)59-48(73)35-25-33(65)27-62(35)51(76)40(30(4)63)57-47(34)72;2*1-2(3)4/h14-17,28-30,33-38,40-46,55,63-68,70-71H,5-13,18-27,53-54H2,1-4H3,(H,56,69)(H,57,72)(H,58,74)(H,59,73)(H,60,75);2*1H3,(H,3,4)/t28-,29+,30+,33+,34-,35-,36+,37-,38+,40-,41-,42-,43-,44-,45-,46-;;/m0../s1
- IUPAC Name
- (10R,12S)-N-[(3S,6S,9S,11R,15S,18S,20R,21S,24S,25S)-3-[(1R)-3-amino-1-hydroxypropyl]-21-[(2-aminoethyl)amino]-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0^{9,13}]heptacosan-18-yl]-10,12-dimethyltetradecanamide; bis(acetic acid)
- SMILES
- CC(O)=O.CC(O)=O.[H][C@@]12C[C@@H](O)CN1C(=O)[C@@H](NC(=O)[C@]([H])(C[C@@H](O)[C@@H](NCCN)NC(=O)[C@@H]1[C@@H](O)CCN1C(=O)[C@@H](NC(=O)[C@@H](NC2=O)[C@H](O)[C@@H](O)C1=CC=C(O)C=C1)[C@H](O)CCN)NC(=O)CCCCCCCC[C@@H](C)C[C@@H](C)CC)[C@@H](C)O
- External Links
- KEGG Drug
- D02501
- PubChem Compound
- 6850808
- ChemSpider
- 17277005
- ChEBI
- 59900
- ChEMBL
- CHEMBL4297142
- Wikipedia
- Caspofungin
- Predicted Properties
Property Value Source Water Solubility 0.367 mg/mL ALOGPS logP 0.17 ALOGPS logP -4.8 Chemaxon logS -3.5 ALOGPS pKa (Strongest Acidic) 8.75 Chemaxon pKa (Strongest Basic) 9.76 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 18 Chemaxon Hydrogen Donor Count 16 Chemaxon Polar Surface Area 412.03 Å2 Chemaxon Rotatable Bond Count 23 Chemaxon Refractivity 278.78 m3·mol-1 Chemaxon Polarizability 115.03 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon