Loloatin C
AlkaPlorer ID: AK006199
Synonym: None
IUPAC Name: 2-[(3R,6S,9S,12S,15S,18S,21S,24R,27S,30S)-21-(2-amino-2-oxoethyl)-9-(3-aminopropyl)-24-benzyl-3-[(4-hydroxyphenyl)methyl]-15,27-bis(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29-decaoxo-12-propan-2-yl-1,4,7,10,13,16,19,22,25,28-decazabicyclo[28.3.0]tritriacontan-18-yl]acetic acid
Structure
SMILES: CC(C)C[C@@H]1NC(=O)[C@H](CCCN)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC2=CNC3=CC=CC=C23)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CNC3=CC=CC=C23)NC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC2=CC=C(O)C=C2)NC1=O
InChI: InChI=1S/C69H86N14O14/c1-37(2)28-49-61(89)81-55(30-40-22-24-43(84)25-23-40)69(97)83-27-13-21-56(83)67(95)80-51(31-41-35-72-46-18-10-8-16-44(41)46)63(91)76-50(29-39-14-6-5-7-15-39)62(90)78-53(33-57(71)85)64(92)79-54(34-58(86)87)65(93)77-52(32-42-36-73-47-19-11-9-17-45(42)47)66(94)82-59(38(3)4)68(96)74-48(20-12-26-70)60(88)75-49/h5-11,14-19,22-25,35-38,48-56,59,72-73,84H,12-13,20-21,26-34,70H2,1-4H3,(H2,71,85)(H,74,96)(H,75,88)(H,76,91)(H,77,93)(H,78,90)(H,79,92)(H,80,95)(H,81,89)(H,82,94)(H,86,87)/t48-,49-,50+,51-,52-,53-,54-,55+,56-,59-/m0/s1
InChIKey: CYMXDVUOZGHVJG-OMPQOHMDSA-N
Reference
Loloatins A−D, Cyclic Decapeptide Antibiotics Produced in Culture by a Tropical Marine Bacterium
PubChem CID: 16145603
{NPAtlas: NPA019206
Source
Properties Information
Molecule Weight: 1335.5310000000002
TPSA？: 440.4299999999999
MolLogP？: 0.784299999999988
Number of H-Donors: 15
Number of H-Acceptors: 14
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus cereus | Bacillus cereus | MIC | 8.0 | ug.mL-1 | 10.1016/j.bmc.2009.07.049 |
| Burkholderia cepacia | Burkholderia cepacia | MIC | 32.0 | ug.mL-1 | 10.1021/np980219f |
| Candida albicans | Candida albicans | MIC | 8.0 | ug.mL-1 | 10.1021/np980219f |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 1.0 | ug.mL-1 | 10.1021/np980219f |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 8.0 | ug.mL-1 | 10.1016/j.bmc.2009.07.049 |
| Enterococcus faecium | Enterococcus faecium | MIC | 2.0 | ug.mL-1 | 10.1021/np980219f |
| Escherichia coli | Escherichia coli | MIC | 1.0 | ug.mL-1 | 10.1021/np980219f |
| Escherichia coli | Escherichia coli | MIC | 64.0 | ug.mL-1 | 10.1016/j.bmc.2009.07.049 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 32.0 | ug.mL-1 | 10.1021/np980219f |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 64.0 | ug.mL-1 | 10.1016/j.bmc.2009.07.049 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.5 | ug.mL-1 | 10.1021/np980219f |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 8.0 | ug.mL-1 | 10.1016/j.bmc.2009.07.049 |
| Staphylococcus epidermidis | Staphylococcus epidermidis | MIC | 8.0 | ug.mL-1 | 10.1016/j.bmc.2009.07.049 |
| Stenotrophomonas maltophilia | Stenotrophomonas maltophilia | MIC | 32.0 | ug.mL-1 | 10.1021/np980219f |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | 0.25 | ug.mL-1 | 10.1021/np980219f |
| None | ADMET | Activity | nan | None | 10.1016/j.bmc.2009.07.049 |