BIRD-PRD_000776: Lyngbyastatin 7

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000776
• Status: Status: REF ONLY
• Name: Lyngbyastatin 7

BIRD information

• Type: Cyclic peptide / Enzyme inhibitor
• Downloads: Molecular definition / Chemical definition / Family definition

Annotation

• Function: inhibitor of Chymotrypsin-like elastase family member 1 , EC: 3.4.21.36EC: inhibitor of Chymotrypsin-like elastase family member 1 , EC: 3.4.21.36 / Info source: PubMed: 23350733

Source

• Lyngbya (bacteria), :

External info

• PubChem: 70698426

Family

Lyngbystatin related inhibitors

Lyngbyastatin 7

Related structures

• N-[(1S,4S,18S,21S,23S,26S,29Z,32R,35S)-21-Benzyl-29-ethylidene-13,14,23-trihydroxy-35-isopropyl-19,32-dimethyl-3,9,20,28,31,34,37,38,-octaoxo-33-oxa-2,8,10,19,22,27,30,36-octa-azatetracyclo[16.13.6.1-22,26-.0-11,16-]octatriaconta-11,13,15-trien-4-yl]isobutyramide hexahydrate, FR901277 hexahydrate, seqres C6 GLY*-GLY*-PHE*-PHE*-VAL,THR!-, A2 ORN*-THR! / CCDC: CIYQEG / PubMed / Reference

Chemical information

Composition

Formula: C₄₈H₆₆N₈O₁₂ / Formula weight: 947.084

• Others: Type: peptide-like

History

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

Details

SMILES

• ACDLabs 12.01: O=C(N)CCC(NC(=O)CCCCC)C(=O)NC1C(=O)NC(\C(=O)NC4C(=O)N(C(C(=O)N(C)C(C(=O)NC(C(=O)OC1C)C(C)C)Cc2ccc(O)cc2)Cc3ccccc3)C(O)CC4)=C/C
• CACTVS 3.370: CCCCCC(=O)N[CH](CCC(N)=O)C(=O)N[CH]1[CH](C)OC(=O)[CH](NC(=O)[CH](Cc2ccc(O)cc2)N(C)C(=O)[CH](Cc3ccccc3)[N]4[CH](O)CC[CH](NC(=O)C(NC1=O)=CC)C4=O)C(C)C
• OpenEye OEToolkits 1.7.6: CCCCCC(=O)NC(CCC(=O)N)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(=CC)NC1=O)O)Cc3ccccc3)C)Cc4ccc(cc4)O)C(C)C)C

SMILES CANONICAL

• CACTVS 3.370: CCCCCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H]1[C@@H](C)OC(=O)[C@@H](NC(=O)[C@H](Cc2ccc(O)cc2)N(C)C(=O)[C@H](Cc3ccccc3)[N@@]4[C@H](O)CC[C@H](NC(=O)C(/NC1=O)=C/C)C4=O)C(C)C
• OpenEye OEToolkits 1.7.6: CCCCCC(=O)N[C@@H](CCC(=O)N)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2C(CC[C@@H](C2=O)NC(=O)/C(=C/C)/NC1=O)O)Cc3ccccc3)C)Cc4ccc(cc4)O)C(C)C)C

InChI

• InChI 1.03: InChI=1S/C48H66N8O12/c1-7-9-11-16-38(59)50-33(21-23-37(49)58)43(62)54-41-28(5)68-48(67)40(27(3)4)53-44(63)35(25-30-17-19-31(57)20-18-30)55(6)47(66)36(26-29-14-12-10-13-15-29)56-39(60)24-22-34(46(56)65)52-42(61)32(8-2)51-45(41)64/h8,10,12-15,17-20,27-28,33-36,39-41,57,60H,7,9,11,16,21-26H2,1-6H3,(H2,49,58)(H,50,59)(H,51,64)(H,52,61)(H,53,63)(H,54,62)/b32-8-/t28-,33?,34+,35+,36-,39-,40-,41+/m1/s1

InChIKey

• InChI 1.03: DZIGKKCSWPSVIO-FGRBGZOXSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N~1~-[(2R,5S,8R,11R,12S,15Z,18S,21R)-2-benzyl-15-ethylidene-21-hydroxy-5-(4-hydroxybenzyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docos-12-yl]-N~2~-hexanoyl-L-glutamamide
• OpenEye OEToolkits 1.7.6: (2S)-N-[(2S,5S,8S,11R,12S,15Z,18S)-15-ethylidene-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-21-oxidanyl-3,6,9,13,16,22-hexakis(oxidanylidene)-2-(phenylmethyl)-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-(hexanoylamino)pentanediamide

PDB entries

Showing all 1 items

PDB-4gvu:
Lyngbyastatin 7-Porcine Pancreatic Elastase Co-crystal Structure