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Receptor Information

>4fgh Chain A (length=163) Species: 1280 (Staphylococcus aureus) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

MTLSILVAHDLQRVIGFENQLPWHLPNDLKHVKKLSTGHTLVMGRKTFES
IGKPLPNRRNVVLTSDTSFNVEGVDVIHSIEDIYQLPGHVFIFGGQTLFE
EMIDKVDDMYITVIEGKFRGDTFFPPYTFEDWEVASSVEGKLDEKNTIPH
TFLHLIRKKLVPR

Ligand ID

0U6

InChI

InChI=1S/C30H34N6O3/c1-6-24-23(29(31)35-30(32)34-24)15-19-14-20(28(39-5)26(16-19)38-4)11-12-27(37)36-25(13-18(2)3)22-10-8-7-9-21(22)17-33-36/h7-14,16-17,25H,6,15H2,1-5H3,(H4,31,32,34,35)/b12-11+/t25-/m0/s1

InChIKey

CWIYQEZJRSEBAE-CJZRDCOESA-N

SMILES

Software	SMILES
OpenEye OEToolkits 1.7.6	CCc1c(c(nc(n1)N)N)Cc2cc(c(c(c2)OC)OC)C=CC(=O)N3C(c4ccccc4C=N3)C=C(C)C
OpenEye OEToolkits 1.7.6	CCc1c(c(nc(n1)N)N)Cc2cc(c(c(c2)OC)OC)/C=C/C(=O)N3[C@H](c4ccccc4C=N3)C=C(C)C
CACTVS 3.370	CCc1nc(N)nc(N)c1Cc2cc(OC)c(OC)c(C=CC(=O)N3N=Cc4ccccc4[CH]3C=C(C)C)c2
ACDLabs 12.01	O=C(\C=C\c1cc(cc(OC)c1OC)Cc2c(nc(nc2N)N)CC)N4N=Cc3ccccc3C4\C=C(/C)C
CACTVS 3.370	CCc1nc(N)nc(N)c1Cc2cc(OC)c(OC)c(\C=C\C(=O)N3N=Cc4ccccc4[C@@H]3C=C(C)C)c2

Formula

C30 H34 N6 O3

Name

(2E)-3-{5-[(2,4-diamino-6-ethylpyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl}-1-[(1S)-1-(2-methylprop-1-en-1-yl)phthalazin-2(1H)-yl]prop-2-en-1-one

PDB chain

4fgh Chain A Residue 202 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]

Receptor-Ligand Complex Structure

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Structure summary

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PDB	4fgh Inhibition of Bacterial Dihydrofolate Reductase by 6-Alkyl-2,4-diaminopyrimidines.
Resolution	2.5 Å
Binding residue (original residue number in PDB)	L5 V6 A7 L20 D27 L28 V31 K32 P55 R57 F92
Binding residue (residue number reindexed from 1)	L6 V7 A8 L21 D28 L29 V32 K33 P56 R58 F93
Annotation score	1
Binding affinity	MOAD: Ki=2.9nM

Catalytic site (original residue number in PDB)	L5 L20 W22 D27 L28 V31 L54 V89 T111
Catalytic site (residue number reindexed from 1)	L6 L21 W23 D28 L29 V32 L55 V90 T112
Enzyme Commision number	1.5.1.3: dihydrofolate reductase.

	Molecular Function
GO:0004146	dihydrofolate reductase activity
GO:0016491	oxidoreductase activity
GO:0050661	NADP binding

	Biological Process
GO:0006730	one-carbon metabolic process
GO:0046452	dihydrofolate metabolic process
GO:0046654	tetrahydrofolate biosynthetic process
GO:0046655	folic acid metabolic process

	Cellular Component
GO:0005829	cytosol

PDB	RCSB:4fgh, PDBe:4fgh, PDBj:4fgh
PDBsum	4fgh
PubMed	22930550
UniProt	P0A017\|DYR_STAAU Dihydrofolate reductase (Gene Name=folA)

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Structure of PDB 4fgh Chain A Binding Site BS02