BIRD-PRD_000180: Antipain

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000180
• Status: Status: REF ONLY
• Name: Antipain

BIRD information

• Type: Oligopeptide / Enzyme Inhibitor
• Downloads: Molecular definition / Chemical definition

Source

• Actinobacteria (actinobacteria), Norine: NOR00664
• Streptomyces michiganensis, :
• Streptomyces yokosukanensis (bacteria), :

Chemical information

Composition

Formula: C₂₇H₄₆N₁₀O₆ / Formula weight: 606.718

• Others: Type: peptide-like

History

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: O=CC(NC(=O)C(NC(=O)C(NC(=O)NC(C(=O)O)Cc1ccccc1)CCCNC(=[NH2+])/N)C(C)C)CCCNC(=[NH2+])/N
• CACTVS 3.370: CC(C)[CH](NC(=O)[CH](CCCNC(N)=[NH2+])NC(=O)N[CH](Cc1ccccc1)C(O)=O)C(=O)N[CH](CCCNC(N)=[NH2+])C=O
• OpenEye OEToolkits 1.7.6: CC(C)C(C(=O)NC(CCCNC(=[NH2+])N)C=O)NC(=O)C(CCCNC(=[NH2+])N)NC(=O)NC(Cc1ccccc1)C(=O)O

SMILES CANONICAL

• CACTVS 3.370: CC(C)[C@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)N[C@@H](Cc1ccccc1)C(O)=O)C(=O)N[C@@H](CCCNC(N)=[NH2+])C=O
• OpenEye OEToolkits 1.7.6: CC(C)[C@@H](C(=O)N[C@@H](CCCNC(=[NH2+])N)C=O)NC(=O)[C@H](CCCNC(=[NH2+])N)NC(=O)N[C@@H](Cc1ccccc1)C(=O)O

InChI

• InChI 1.03: InChI=1S/C27H44N10O6/c1-16(2)21(23(40)34-18(15-38)10-6-12-32-25(28)29)37-22(39)19(11-7-13-33-26(30)31)35-27(43)36-20(24(41)42)14-17-8-4-3-5-9-17/h3-5,8-9,15-16,18-21H,6-7,10-14H2,1-2H3,(H,34,40)(H,37,39)(H,41,42)(H4,28,29,32)(H4,30,31,33)(H2,35,36,43)/p+2

InChIKey

• InChI 1.03: SDNYTAYICBFYFH-UHFFFAOYSA-P

SYSTEMATIC NAME

• ACDLabs 12.01: N~5~-[amino(iminio)methyl]-N~2~-{[(1R)-1-carboxy-2-phenylethyl]carbamoyl}-L-ornithyl-N-[(2R)-5-{[amino(iminio)methyl]amino}-1-oxopentan-2-yl]-L-valinamide
• OpenEye OEToolkits 1.7.6: [[[(4S)-5-[[(2S)-1-[[(2S)-5-[[azaniumylidene(azanyl)methyl]amino]-1-oxidanylidene-pentan-2-yl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]amino]-5-oxidanylidene-4-[[(2S)-1-oxidanyl-1-oxidanylidene-3-phenyl-propan-2-yl]carbamoylamino]pentyl]amino]-azanyl-methylidene]azanium

PDB entries

Showing all 4 items

PDB-1bcr:
COMPLEX OF THE WHEAT SERINE CARBOXYPEPTIDASE, CPDW-II, WITH THE MICROBIAL PEPTIDE ALDEHYDE INHIBITOR, ANTIPAIN, AND ARGININE AT ROOM TEMPERATURE

PDB-4bp9:
Oligopeptidase B from Trypanosoma brucei with covalently bound antipain - closed form

PDB-6xte:
Human karyopherin RanBP5 (isoform-1)

PDB-6xu2:
Human karyopherin RanBP5 (isoform-3)