Ligand profile

CHEMBL466832

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01863 — Carbonic anhydrase 2

Via homolog UniProt Q5AJ71 Formula C₂₃H₂₃ClN₄O₇S
pchembl 7.38 ~41.7 nM
Mol. weight 534.98 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL466832
UniProt (similar protein)
Q5AJ71
pchembl
7.380 (~41.7 nM)
Target protein
KP13_01863

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 534.98 Da
LogP (Crippen) -1.68
H-bond donors 3
H-bond acceptors 7
TPSA 201.17 Ų
Rotatable bonds 4
Aromatic rings 4 / 4
Heavy atoms 36
Fraction sp³ C 0.13
Formula C₂₃H₂₃ClN₄O₇S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 201.2
  • −1 ≤ LogP ≤ 5 -1.68
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 535.0
  • LogP ≤ 5 -1.68
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 201.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(C)[n+](NC(=O)c2[nH]c3ccc(S(N)(=O)=O)cc3c2-c2ccccc2)c(C)c1.[O-][Cl+3]([O-])([O-])[O-]
InChI 
InChI=1S/C23H22N4O3S.ClHO4/c1-14-11-15(2)27(16(3)12-14)26-23(28)22-21(17-7-5-4-6-8-17)19-13-18(31(24,29)30)9-10-20(19)25-22;2-1(3,4)5/h4-13H,1-3H3,(H3-,24,25,26,28,29,30);(H,2,3,4,5)
InChIKey 
XZGDXOVFZQCZHF-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF00484

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_01863.

PDB 5

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)