Compound: Caspofungin
SMILES: O=C1N2[C@H](C(=O)N[C@H](NCCN)[C@H](O)C[C@H](NC(=O)CCCCCCCC[C@H](C[C@H](CC)C)C)C(=O)N[C@H](C(N3[C@H](C(N[C@H](C(N[C@H]1[C@H](O)CCN)=O)[C@H](O)[C@@H](O)c4ccc(O)cc4)=O)C[C@@H](O)C3)=O)[C@H](O)C)[C@@H](O)CC2
InChIKey: JYIKNQVWKBUSNH-WVDDFWQHSA-N
Synonyms: Caspofungin, caspofungine, 162808-62-0, Caspofungina, F0XDI6ZL63, L 743872, L-743872, L-743,872, (4R,5S)-5-((2-Aminoethyl)amino)-N(sup 2)-(10,12-dimethyltetradecanoyl)-4-hydroxy-L-ornithyl-L-threonyl-trans-4-hydroxy-L-prolyl-(S)-4-hydroxy-4-(p-hydroxyphenyl)-L-threonyl-threo-3-hydroxy-L-ornithyl-trans-3-hydroxy-L-proline cyclic (6-1)-peptide, caspofunginum, DTXSID30873204, CHEBI:474180, RefChem:56792, J02AX04, DTXCID701508490, 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, L743872, L743,872, Tetradecanamide, N-((2R,6S,9S,11R,12S,14aS,15S,20S,23S,25aS)-12-((2-aminoethyl)amino)-20-((1R)-3-amino-1-hydroxypropyl)-23-((1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl)tetracosahydro-2,11,15-trihyd roxy-6-((1R)-1-hydroxyethyl)-5,8,14,19,22,25-hexaoxo-1H-dipyrrolo(2,1-c:2',1'-l)(1,4,7,10,13,16)hexaazacycloheneicosin-9-yl)-10,12-dimethyl-, Pneumocandin B0, 1-[(4R,5S)-5-[(2-aminoethyl)amino]-N2-[(10R,12S)-10,12-dimethyl-1-oxotetradecyl]-4-hydroxy-L-ornithine]-5-[(3R)-3-hydroxy-L-ornithine]-, Caspofungin [INN], MK-0991, L 743,872, pneumocandin b0, 1-((4R,5S)-5-((2-aminoethyl)amino)-n2-((10R,12S)-10,12-dimethyl-1-oxotetradecyl)-4-hydroxy-l-ornithine)-5-((3R)-3-hydroxy-l-ornithine)-, Caspofungin [INN:BAN], CASPOFUNGIN [MI], CASPOFUNGIN [HSDB], UNII-F0XDI6ZL63, (10R,12S)-caspofungin, CASPOFUNGIN [VANDF], CASPOFUNGIN [WHO-DD], CASPOFUNGIN [EMA EPAR], orb1739130, SCHEMBL7903583, CHEMBL1630575, HSDB 7476, GLXC-05478, EBC-27523, HY-17006A, DA-62083, CS-0009545, EN300-22853765, Q63413125, (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, (4R,5S)-5-((2-aminoethyl)amino)-n2-(10,12-dimethyltetradecanoyl)-4-hydroxy-l-ornithyl-l-threonyl-trans-4-hydroxy-l-prolyl-(s)-4-hydroxy-4-(p-hydroxyphenyl)-l-threonyl-threo-3-hydroxy-l-ornithyl-trans-3-hydroxy-l-proline cyclic (1->6) disulfide
Theoretical properties:
molecular_formula: C52H88N10O15
molecular_weight: 1093.3 g/mol
exact_mass: 1092.64306214 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 16
hydrogen_bond_acceptor_count: 18
rotatable_bond_count: 23
heavy_atom_count: 77
topological_polar_surface_area: 412 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Mol wt, 1213.41. Hygroscopic white to off-white powder. Freely sol in water, methanol; slightly sol in ethanol /Acetate/
Descriptions:
chebi: A semisynthetic cyclic hexapeptide echinocandin antibiotic which exerts its effect by inhibiting the synthesis of 1,3-β-<small>D</small>-glucan, an integral component of the fungal cell wall.
chembl: CASPOFUNGIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Caspofungin (INN; brand name Cancidas) is a lipopeptide antifungal drug from Merck & Co., Inc. It is a member of a class of antifungals termed the echinocandins. It works by inhibiting the enzyme (1→3)-β-D-glucan synthase and thereby disturbing the integrity of the fungal cell wall.
Caspofungin was the first inhibitor of fungal (1→3)-β-D-glucan synthesis to be approved by the United States Food and Drug Administration. Caspofungin is administered intravenously. Caspofungin is a therapeutic alternative on the World Health Organization's List of Essential Medicines.