CHEMBL2048825
AlkaPlorer ID: AK015667
Synonym: '', 'CHEMBL2048825', 'Pacidamycin D', 'Pacidamycin d'
IUPAC Name: (2S)-2-[[(2S)-1-[[(2S,3S)-3-[[(2S)-2-aminopropanoyl]-methylamino]-1-[[(Z)-[(4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid
Structure
SMILES: C[C@H](N)C(=O)N(C)[C@@H](C)[C@H](N=C(O)[C@H](C)N=C(O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)O)C(O)=N/C=C1/C[C@@H](O)[C@H](N2C=CC(O)=NC2=O)O1
InChI: InChI=1S/C32H41N9O10/c1-15(33)28(46)40(4)17(3)25(27(45)35-14-19-12-23(42)29(51-19)41-10-9-24(43)38-32(41)50)39-26(44)16(2)36-31(49)37-22(30(47)48)11-18-13-34-21-8-6-5-7-20(18)21/h5-10,13-17,22-23,25,29,34,42H,11-12,33H2,1-4H3,(H,35,45)(H,39,44)(H,47,48)(H2,36,37,49)(H,38,43,50)/b19-14-/t15-,16-,17-,22-,23+,25-,29+/m0/s1
InChIKey: PBFVZISIBPPZNE-SYZWNRCCSA-N
Reference
New Pacidamycins Produced by Streptomyces coeruleorubidus, NRRL 18370.
PubChem CID: 56590296
LOTUS: LTS0146820
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces coeruleorubidus | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 711.7330000000002
TPSA？: 293.79999999999995
MolLogP？: 0.6151000000000073
Number of H-Donors: 9
Number of H-Acceptors: 12
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 16.0 | ug.mL-1 | 10.1016/j.bmcl.2012.05.050 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 32.0 | ug.mL-1 | 10.1021/acs.jmedchem.6b00325 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 64.0 | ug.mL-1 | 10.1016/j.bmcl.2012.05.050 |
| Staphylococcus aureus | Phospho-N-acetylmuramoyl-pentapeptide-transferase | IC50 | 22.0 | nM | 10.1016/j.bmcl.2012.05.050 |