ChemComp-1ZV: amino({3-[(3R,5R,14S,16S,21aR)-5,14-dihydroxy-1,4,17-trioxo-16-(2...

Basic information

• Entry: Database: PDB chemical components / ID: 1ZV
• Name: Name: amino({3-[(3R,5R,14S,16S,21aR)-5,14-dihydroxy-1,4,17-trioxo-16-(2-phenylethyl)icosahydro-1H-pyrrolo[1,2-d][1,4,7,11]tetraazacyclononadecin-3-yl]propyl}amino)methaniminium

BIRD information

• Type: Peptide-like / Inhibitor
• Downloads: Molecular definition / Chemical definition / Family definition

Synonyms

• 2-[3-[(3S,16R,19R)-15-hydroxy-2,5,14,18-tetraoxo-3-phenethyl-1,4,13,17-tetrazabicyclo[17.3.0]docosan-16-yl]propyl]guanidine (PubChem)
• N-[3-((5S,18R,20aR)-17-Hydroxy-4,7,16,20-tetraoxo-5-phenethyl-icosahydro-3a,6,15,19-tetraaza-cyclopentacyclononadecen-18-yl)-propyl]-guanidine (PubChem)

Annotation

• Function: Inhibitor of THROMBIN, EC: 3.4.21.5EC: Inhibitor of THROMBIN, EC: 3.4.21.5 / Info source: DOI:10.1016/S0960-894X(96)00554-9

External info

• ChEBI: 263704
• PubChem: 44331270
• PubChem: 9543419

Family

alpha ketoamide containing macrocyclic peptide inhibitor

amino({3-[(3R,5R,14S,16S,21aR)-5,14-dihydroxy-1,4,17-trioxo-16-(2-phenylethyl)icosahydro-1H-pyrrolo[1,2-d][1,4,7,11]tetraazacyclononadecin-3-yl]propyl}amino)methaniminium

Chemical information

Composition

Formula: C₃₀H₅₀N₇O₅ / Number of atoms: 92 / Formula weight: 588.762 / Formal charge: 1

Others

1ay6

HMF

PRO

00W

8AC

Type: peptide-like / PDB classification: HETAIN / Three letter code: 1ZV / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1ay6 / Model coordinates details: not provided / Subcomponent: HMF, PRO, 00W, 8AC

History

Create component	Aug 27, 2008
Modify subcomponent list	Feb 8, 2011
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011
Modify descriptor	Jan 5, 2012

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

Details

SMILES

• ACDLabs 12.01: O=C1N3C(C(=O)NC(C(=O)C(O)NCCCCCCCC(O)NC1CCc2ccccc2)CCCNC(=[NH2+])\\N)CCC3
• CACTVS 3.385: NC(=[NH2+])NCCC[CH]1NC(=O)[CH]2CCCN2C(=O)[CH](CCc3ccccc3)N[CH](O)CCCCCCCN[CH](O)C1=O
• OpenEye OEToolkits 1.7.5: c1ccc(cc1)CCC2C(=O)N3CCCC3C(=O)NC(C(=O)C(NCCCCCCCC(N2)O)O)CCCNC(=[NH2+])N

SMILES CANONICAL

• CACTVS 3.385: NC(=[NH2+])NCCC[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@@H](CCc3ccccc3)N[C@H](O)CCCCCCCN[C@H](O)C1=O
• OpenEye OEToolkits 1.7.5: c1ccc(cc1)CC[C@@H]2C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)[C@H](NCCCCCCC[C@H](N2)O)O)CCCNC(=[NH2+])N

InChI

• InChI 1.03: InChI=1S/C30H49N7O5/c31-30(32)34-19-9-13-22-26(39)28(41)33-18-8-3-1-2-7-15-25(38)35-23(17-16-21-11-5-4-6-12-21)29(42)37-20-10-14-24(37)27(40)36-22/h4-6,11-12,22-25,28,33,35,38,41H,1-3,7-10,13-20H2,(H,36,40)(H4,31,32,34)/p+1/t22-,23+,24-,25+,28?/m0/s1

InChIKey

• InChI 1.03: SNOALCJXRGNTNQ-VDKCFFHZSA-O

SYSTEMATIC NAME

• ACDLabs 12.01: amino({3-[(3S,5R,14R,16R,21aS)-5,14-dihydroxy-1,4,17-trioxo-16-(2-phenylethyl)icosahydro-1H-pyrrolo[1,2-d][1,4,7,11]tetraazacyclononadecin-3-yl]propyl}amino)methaniminium
• OpenEye OEToolkits 1.7.0: [azanyl-[3-[(3R,5R,14R,16S,19S)-5,14-dihydroxy-2,15,18-trioxo-3-phenethyl-1,4,13,17-tetrazabicyclo[17.3.0]docosan-16-yl]propylamino]methylidene]azanium

PDB entries

Showing all 1 items

PDB-1ay6:
THROMBIN INHIBITOR FROM THEONALLA, CYCLOTHEANAMIDE-BASED MACROCYCLIC TRIPEPTIDE MOTIF