Target Binding Site Detail

Content Navigation (  All   None )                                      
Target General Information
Ligand General Information
Drug Binding Sites of Target
References
Target General Information  Top
Target ID T20401 Target Info
Target Name Carbonic anhydrase II (CA-II)
Synonyms Carbonic anhydrase C; Carbonic anhydrase 2; Carbonate dehydratase II; CAC
Target Type Successful Target
Gene Name CA2
Biochemical Class Alpha-carbonic anhydrase
UniProt ID
CAH2_HUMAN
Ligand General Information  Top
Ligand Name N-(2-{[(naphthalen-2-yl)methyl][2-(4-sulfamoylphenyl)ethyl]amino}-2-oxoethyl)-N-(2-phenylethyl)-beta-alanine Ligand Info
Canonical SMILES C1=CC=C(C=C1)CCN(CCC(=O)O)CC(=O)N(CCC2=CC=C(C=C2)S(=O)(=O)N)CC3=CC4=CC=CC=C4C=C3
InChI 1S/C32H35N3O5S/c33-41(39,40)30-14-11-26(12-15-30)17-21-35(23-27-10-13-28-8-4-5-9-29(28)22-27)31(36)24-34(20-18-32(37)38)19-16-25-6-2-1-3-7-25/h1-15,22H,16-21,23-24H2,(H,37,38)(H2,33,39,40)
InChIKey PYCJQGYVMKZBRZ-UHFFFAOYSA-N
PubChem Compound ID 146171283
Drug Binding Sites of Target  Top
PDB ID: 6WQ9      Carbonic Anhydrase II Complexed with 3-((2-((Naphthalen-2-ylmethyl)(4-sulfamoylphenethyl)amino)-2-oxoethyl)(phenethyl)amino)propanoic acid
Method X-ray diffraction Resolution 1.30 Å Mutation No [1]
PDB Sequence
HWGYGKHNGP
13
EHWHKDFPIA
23
KGERQSPVDI
33
DTHTAKYDPS
43
LKPLSVSYDQ
53

ATSLRILNNG
63
HAFNVEFDDS
73
QDKAVLKGGP
83
LDGTYRLIQF
93
HFHWGSLDGQ
103

GSEHTVDKKK
113
YAAELHLVHW
123
NTKYGDFGKA
134
VQQPDGLAVL
144
GIFLKVGSAK
154

PGLQKVVDVL
164
DSIKTKGKSA
174
DFTNFDPRGL
184
LPESLDYWTY
194
PGSLTTPPLL
204

ECVTWIVLKE
214
PISVSSEQVL
224
KFRKLNFNGE
234
GEPEELMVDN
244
WRPAQPLKNR
254

QIKASFK
Residue
Distance (Å)
PHE20
4.731
ARG58
4.592
LEU60
3.818
ASN67
4.193
GLU69
4.237
ILE91
3.819
GLN92
2.890
HIS94
2.642
HIS96
2.890
GLU106
3.389
HIS119
2.884
VAL121
2.381
ASP130
2.723
PHE131
2.430
Residue
Distance (Å)
GLY132
2.594
LYS133
4.308
VAL135
2.298
LEU141
4.426
VAL143
2.948
SER197
4.071
LEU198
2.490
THR199
2.212
THR200
2.008
PRO201
3.755
PRO202
2.659
LEU204
3.403
VAL207
4.216
TRP209
2.809
PDB ID: 7SV8      Carbonic Anhydrase IX-mimic Complexed with 3-((2-((Furan-2-ylmethyl)(4-sulfamoylphenethyl)amino)-2-oxoethyl)(phenethyl)amino)propanoic acid
Method X-ray diffraction Resolution 1.39 Å Mutation Yes [2]
PDB Sequence
HWGYGKHNGP
13
EHWHKDFPIA
23
KGERQSPVDI
33
DTHTAKYDPS
43
LKPLSVSYDQ
53

ATSLRILNNG
63
HSFQVTFDDS
73
QDKAVLKGGP
83
LDGTYRLLQF
93
HFHWGSLDGQ
103

GSEHTVDKKK
113
YAAELHLVHW
123
NTKYGDVGKA
134
VQQPDGLAVL
144
GIFLKVGSAK
154

PGLQKVVDVL
164
DSIKTEGKSA
174
DFTNFDPRGL
184
LPESLDYWTY
194
PGSLTTPPLA
204

ECVTWIVLKE
214
PISVSSEQVL
224
KFRKLNFNGE
234
GEPEELMVDN
244
WRPAQPLKNR
254

QIKASFK
Residue
Distance (Å)
HIS4
3.377
TRP5
2.732
PHE20
2.449
HIS64
4.371
GLN67
4.614
LEU91
2.649
GLN92
2.983
HIS94
2.604
HIS96
2.982
GLU106
3.340
HIS119
2.932
VAL121
2.308
VAL131
3.134
Residue
Distance (Å)
GLY132
4.656
VAL135
3.558
LEU141
4.384
VAL143
2.871
SER197
4.104
LEU198
2.538
THR199
2.131
THR200
2.249
PRO201
3.365
PRO202
2.639
VAL207
4.335
TRP209
2.820
References  Top
REF 1 Sulfonamide Inhibitors of Human Carbonic Anhydrases Designed through a Three-Tails Approach: Improving Ligand/Isoform Matching and Selectivity of Action. J Med Chem. 2020 Jul 9;63(13):7422-7444.
REF 2 The three-tails approach as a new strategy to improve selectivity of action of sulphonamide inhibitors against tumour-associated carbonic anhydrase IX and XII. J Enzyme Inhib Med Chem. 2022 Dec;37(1):930-939.

If You Find Any Error in Data or Bug in Web Service, Please Kindly Report It to Dr. Zhou and Dr. Zhang.