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~-(3-aminopropyl)-N-[(4-fluorophenyl)methyl]-N~2~-(2-phenylethyl)-N-[2-(4-sulfamoylphenyl)ethyl]glycinamide Ligand Info
Canonical SMILES C1=CC=C(C=C1)CCN(CCCN)CC(=O)N(CCC2=CC=C(C=C2)S(=O)(=O)N)CC3=CC=C(C=C3)F
InChI 1S/C28H35FN4O3S/c29-26-11-7-25(8-12-26)21-33(20-16-24-9-13-27(14-10-24)37(31,35)36)28(34)22-32(18-4-17-30)19-15-23-5-2-1-3-6-23/h1-3,5-14H,4,15-22,30H2,(H2,31,35,36)
InChIKey PTOFZDQATQXAPS-UHFFFAOYSA-N
PubChem Compound ID 146171281
Drug Binding Sites of Target  Top
PDB ID: 6WQ7      Carbonic Anhydrase II Complexed with 2-((3-Aminopropyl)(phenethyl)amino)-N-(4-fluorobenzyl)-N-(4-sulfamoylphenethyl)acetamide
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)
HIS4
4.100
TRP5
2.177
PHE20
2.275
LEU60
3.943
ASN62
2.052
HIS64
2.704
ASN67
4.467
ILE91
4.893
GLN92
3.037
HIS94
2.680
HIS96
2.659
GLU106
3.612
HIS119
2.653
VAL121
2.391
PHE131
2.434
Residue
Distance (Å)
GLY132
2.917
VAL135
2.878
LEU141
4.228
VAL143
2.905
LYS170
4.803
SER197
4.065
LEU198
2.535
THR199
2.211
THR200
2.262
PRO201
3.085
PRO202
2.604
LEU203
4.905
LEU204
3.685
VAL207
4.223
TRP209
2.758
PDB ID: 7SV1      Carbonic Anhydrase IX-mimic Complexed with 3-((2-((Naphthalen-2-ylmethyl)(4-sulfamoylphenethyl)amino)-2-oxoethyl)(phenethyl)amino)propanoic acid
Method X-ray diffraction Resolution 1.56 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)
TRP5
1.948
PHE20
2.191
ASN62
4.089
HIS64
2.599
GLN67
4.183
LEU91
3.539
GLN92
2.721
HIS94
2.625
HIS96
2.968
GLU106
3.372
HIS119
3.015
VAL121
2.401
VAL131
2.663
Residue
Distance (Å)
GLY132
2.649
VAL135
2.961
LEU141
3.998
VAL143
2.814
SER197
4.028
LEU198
2.554
THR199
2.151
THR200
2.445
PRO201
2.838
PRO202
2.723
LEU203
4.960
VAL207
4.217
TRP209
2.690
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.