BioLiP

Receptor Information

>4gr8 Chain A (length=152) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

KHYITYRINNYTPDMNREDVDYAIRKAFQVWSNVTPLKFSKINTGMADIL
VVFARGAHGDDHAFDGKGGILAHAFGPGSGIGGDAHFDEDEFWTTHSGGT
NLFLTAVHEIGHSLGLGHSSDPKAVMFPTYKYVDINTFRLSADDIRGIQS
LY

Ligand ID

R4C

InChI

InChI=1S/C25H28BrN4O6P/c1-15(23(27)31)28-24(32)16(2)29-25(33)18(14-37(34,35)21-10-8-19(26)9-11-21)12-20-13-22(30-36-20)17-6-4-3-5-7-17/h3-11,13,15-16,18H,12,14H2,1-2H3,(H2,27,31)(H,28,32)(H,29,33)(H,34,35)/t15-,16-,18+/m0/s1

InChIKey

HXHLWPVBBLIGJV-XYJFISCASA-N

SMILES

Software	SMILES
CACTVS 3.370	C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1onc(c1)c2ccccc2)C[P](O)(=O)c3ccc(Br)cc3)C(N)=O
OpenEye OEToolkits 1.7.6	C[C@@H](C(=O)N)NC(=O)[C@H](C)NC(=O)[C@H](Cc1cc(no1)c2ccccc2)CP(=O)(c3ccc(cc3)Br)O
CACTVS 3.370	C[CH](NC(=O)[CH](C)NC(=O)[CH](Cc1onc(c1)c2ccccc2)C[P](O)(=O)c3ccc(Br)cc3)C(N)=O
ACDLabs 12.01	O=C(N)C(NC(=O)C(NC(=O)C(CP(=O)(O)c1ccc(Br)cc1)Cc3onc(c2ccccc2)c3)C)C
OpenEye OEToolkits 1.7.6	CC(C(=O)N)NC(=O)C(C)NC(=O)C(Cc1cc(no1)c2ccccc2)CP(=O)(c3ccc(cc3)Br)O

Formula

C25 H28 Br N4 O6 P

Name

N-{(2S)-3-[(R)-(4-bromophenyl)(hydroxy)phosphoryl]-2-[(3-phenyl-1,2-oxazol-5-yl)methyl]propanoyl}-L-alanyl-L-alaninamid e;
RXP470C

PDB chain

4gr8 Chain A Residue 306 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]

Receptor-Ligand Complex Structure

Global view

Local view

Structure summary

[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]

PDB	4gr8 Molecular determinants of a selective matrix metalloprotease-12 inhibitor: insights from crystallography and thermodynamic studies.
Resolution	1.299 Å
Binding residue (original residue number in PDB)	G179 L181 A182 H183 T215 H218 E219 H222 H228 V235 F237 T239 Y240
Binding residue (residue number reindexed from 1)	G69 L71 A72 H73 T105 H108 E109 H112 H118 V125 F127 T129 Y130
Annotation score	1
Binding affinity	MOAD: Ki=14.7nM PDBbind-CN: -logKd/Ki=7.83,Ki=14.7nM BindingDB: Ki=15nM

Catalytic site (original residue number in PDB)	H218 E219 H222 H228
Catalytic site (residue number reindexed from 1)	H108 E109 H112 H118
Enzyme Commision number	3.4.24.65: macrophage elastase.

	Molecular Function
GO:0004222	metalloendopeptidase activity
GO:0008237	metallopeptidase activity
GO:0008270	zinc ion binding

	Biological Process
GO:0006508	proteolysis

	Cellular Component
GO:0031012	extracellular matrix

PDB	RCSB:4gr8, PDBe:4gr8, PDBj:4gr8
PDBsum	4gr8
PubMed	23343195
UniProt	P39900\|MMP12_HUMAN Macrophage metalloelastase (Gene Name=MMP12)

[Back to BioLiP]

Structure of PDB 4gr8 Chain A Binding Site BS06