Acetylpepstatin
AlkaPlorer ID: AK023450
Synonym: None
IUPAC Name: (3S,4S)-4-[[(2S)-2-[[(3S,4S)-4-[[(2S)-2-[[(2S)-2-acetamido-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]-3-hydroxy-6-methylheptanoyl]amino]propanoyl]amino]-3-hydroxy-6-methylheptanoic acid
Structure
SMILES: CC(O)=N[C@H](C(O)=N[C@H](C(O)=N[C@@H](CC(C)C)[C@@H](O)CC(O)=N[C@@H](C)C(O)=N[C@@H](CC(C)C)[C@@H](O)CC(=O)O)C(C)C)C(C)C
InChI: InChI=1S/C31H57N5O9/c1-15(2)11-21(35-30(44)28(18(7)8)36-31(45)27(17(5)6)33-20(10)37)23(38)13-25(40)32-19(9)29(43)34-22(12-16(3)4)24(39)14-26(41)42/h15-19,21-24,27-28,38-39H,11-14H2,1-10H3,(H,32,40)(H,33,37)(H,34,43)(H,35,44)(H,36,45)(H,41,42)/t19-,21-,22-,23-,24-,27-,28-/m0/s1
InChIKey: WKYBEGDEGRCZNF-LBTYKNIQSA-N
Reference
Binding of Streptomyces pepsin inhibitor (acetyl-pepstatin) with chymosin (rennin)
PubChem CID: 5481345
CAS: 11076-29-2
LOTUS: LTS0079190
NPASS: NPC316242
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Hypoestes aristata | Hypoestes | Acanthaceae | Lamiales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 643.8230000000002
TPSA？: 240.71
MolLogP？: 4.642500000000004
Number of H-Donors: 8
Number of H-Acceptors: 8
RingCount: 0
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bos taurus | Cathepsin B | IC50 | 17000.0 | nM | 10.1021/np500337m |
| Homo sapiens | MCF7 | Activity | nan | None | 10.1021/acs.jnatprod.0c00443 |
| Homo sapiens | MDA-MB-231 | Activity | nan | None | 10.1021/acs.jnatprod.0c00443 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 protease | Ki | 20.0 | nM | 10.1021/jm00067a013 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 protease | Ki | 20.0 | nM | 10.1021/jm00112a001 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 protease | Ki | 35.48 | nM | 10.1021/jm00038a006 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 protease | Log Kd | -7.71 | None | 10.1021/jm0105833 |
| Human immunodeficiency virus 1 | Protease | IC50 | 0.15 | ug.mL-1 | 10.1021/np9902441 |
| Human immunodeficiency virus 1 | Protease | IC50 | 240.0 | nM | 10.1021/acs.jnatprod.9b00649 |
| Human immunodeficiency virus 1 | Protease | Inhibition | 100.0 | % | 10.1021/np9902441 |
| Human immunodeficiency virus 1 | Protease | Inhibition | nan | % | 10.1021/jm300181j |
| Human immunodeficiency virus 1 | Protease | Kd | 208.0 | nM | 10.1016/j.bmc.2012.05.070 |
| Human immunodeficiency virus 1 | Protease | Kd | 759.0 | nM | 10.1016/j.bmc.2012.05.070 |
| Human immunodeficiency virus 1 | Protease | Kd | 8150.0 | nM | 10.1016/j.bmc.2012.05.070 |
| Human immunodeficiency virus 1 | Protease | Ki | 0.02 | nM | 10.1021/jm2010332 |
| Human immunodeficiency virus 1 | Protease | Ki | 1100.0 | nM | 10.1021/jm800242q |
| Human rhinovirus sp. | Human rhinovirus A protease | Ki | 5.0 | nM | 10.1021/jm00112a001 |
| None | Unchecked | IC50 | 11.0 | nM | 10.1021/np500337m |
| None | Unchecked | Inhibition | 98.47 | % | 10.1016/j.bmc.2007.10.052 |