ChemComp-2Z0: N-{[5-(dimethylamino)naphthalen-2-yl]sulfonyl}-L-alpha-glutamyl-N...

Basic information

• Entry: Database: PDB chemical components / ID: 2Z0
• Name: Name: N-{[5-(dimethylamino)naphthalen-2-yl]sulfonyl}-L-alpha-glutamyl-N-[(1S)-4-{[amino(iminio)methyl]amino}-1-(chloroacetyl); Synonyms: dansyl-Glu-Gly-Arg-chloromethyl-ketone

BIRD information

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

Synonyms

• (4S)-5-[[2-[[(3S)-1-chloro-6-(diaminomethylideneamino)-2-oxohexan-3-yl]amino]-2-oxoethyl]amino]-4-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-5-oxopentanoic acid (PubChem)
• (S)-4-({[(S)-1-(2-Chloro-acetyl)-4-guanidino-butylcarbamoyl]-methyl}-carbamoyl)-4-(5-dimethylamino-naphthalene-1-sulfonylamino)-butyric acid (PubChem)
• 1,5-Dansyl-L-glutamylglycyl-L-arginine chloromethyl ketone (PubChem)
• 5-Dimethylaminonaphthalene-1-sulfonylglutamyl-glycyl-arginine chloromethyl ketone (PubChem)
• Dansyl-Glu-Gly-Arg-Chloromethylketone (PubChem)
• Dansyl-ggack (PubChem)
• Dansyl-glu-gly-arg-chloromethyl ketone (PubChem)
• Degr-CK (PubChem)
• Dggacmk (PubChem)
• EGRck (PubChem)
• Glycinamide, N-((5-(dimethylamino)-1-naphthalenyl)sulfonyl)-L-alpha-glutamyl-N-(4-((aminoiminomethyl)amino)-1-(chloroacetyl)butyl)-, (S)- (PubChem)
• dansylglutamyl-glycyl-arginine chloromethyl ketone (PubChem)

Annotation

• Function: Inhibitor of single chain tissue type plasminogen activator, EC: 3.4.21.68EC: Inhibitor of single chain tissue type plasminogen activator, EC: 3.4.21.68 / Info source: PubMed: 9305622
• Application: Fluorescent Dye / Info source: MESH

External info

• ChemIDplus: 069024846
• MESH: C030824
• ChemSpider: 10702047
• ChemSpider: 10763303
• ChemSpider: 109030
• ChemSpider: 18921828
• ChEBI: 132718
• PubChem: 122261
• CAS: 69024-84-6

Family

EGR-chloromethylketone inhibitor

dansyl-Glu-Gly-Arg chloromethyl ketone / GLU-GLY-ARG-CHLOROMETHYL KETONE / dansylglutamyl-glycyl-arginine chloromethyl ketone

Chemical information

Composition

Formula: C₂₆H₃₇ClN₇O₇S / Number of atoms: 79 / Formula weight: 627.133 / Formal charge: 1

Others

1bda

DSY

GLU

GLY

AR7

0QE

Type: peptide-like / PDB classification: HETAIN / Three letter code: 2Z0 / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1bda / Model coordinates details: not provided / Subcomponent: DSY, GLU, GLY, AR7, 0QE

History

Create component	Aug 28, 2008
Other modification	Jan 18, 2011
Modify descriptor	Jun 4, 2011
Modify descriptor	Jan 5, 2012
Modify synonyms	Jun 5, 2020

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

Details

SMILES

• ACDLabs 12.01: ClCC(=O)C(NC(=O)CNC(=O)C(NS(=O)(=O)c2ccc1c(cccc1N(C)C)c2)CCC(=O)O)CCCNC(=[NH2+])\\N
• CACTVS 3.385: CN(C)c1cccc2cc(ccc12)[S](=O)(=O)N[CH](CCC(O)=O)C(=O)NCC(=O)N[CH](CCCNC(N)=[NH2+])C(=O)CCl
• OpenEye OEToolkits 1.7.5: CN(C)c1cccc2c1ccc(c2)S(=O)(=O)NC(CCC(=O)O)C(=O)NCC(=O)NC(CCCNC(=[NH2+])N)C(=O)CCl

SMILES CANONICAL

• CACTVS 3.385: CN(C)c1cccc2cc(ccc12)[S](=O)(=O)N[C@@H](CCC(O)=O)C(=O)NCC(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)CCl
• OpenEye OEToolkits 1.7.5: CN(C)c1cccc2c1ccc(c2)S(=O)(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)N[C@@H](CCCNC(=[NH2+])N)C(=O)CCl

InChI

• InChI 1.03: InChI=1S/C26H36ClN7O7S/c1-34(2)21-7-3-5-16-13-17(8-9-18(16)21)42(40,41)33-20(10-11-24(37)38)25(39)31-15-23(36)32-19(22(35)14-27)6-4-12-30-26(28)29/h3,5,7-9,13,19-20,33H,4,6,10-12,14-15H2,1-2H3,(H,31,39)(H,32,36)(H,37,38)(H4,28,29,30)/p+1/t19-,20-/m0/s1

InChIKey

• InChI 1.03: VKQAIOBCWDJDIP-PMACEKPBSA-O

SYSTEMATIC NAME

• ACDLabs 12.01: N-{[5-(dimethylamino)naphthalen-2-yl]sulfonyl}-L-alpha-glutamyl-N-[(3S)-6-{[amino(iminio)methyl]amino}-1-chloro-2-oxohexan-3-yl]glycinamide
• OpenEye OEToolkits 1.7.0: [azanyl-[[(4S)-6-chloro-4-[2-[[(2S)-2-[[5-(dimethylamino)naphthalen-2-yl]sulfonylamino]-5-hydroxy-5-oxo-pentanoyl]amino]ethanoylamino]-5-oxo-hexyl]amino]methylidene]azanium

PDB entries

Showing all 1 items

PDB-1bda:
CATALYTIC DOMAIN OF HUMAN SINGLE CHAIN TISSUE PLASMINOGEN ACTIVATOR IN COMPLEX WITH DANSYL-EGR-CMK (DANSYL-GLU-GLY-ARG CHLOROMETHYL KETONE)