Ligand profile

CHEMBL468294

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01863 — Carbonic anhydrase 2

Via homolog UniProt Q5AJ71 Formula C₂₃H₂₂ClFN₄O₇S

pchembl 7.68 ~20.9 nM

Mol. weight 552.97 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL468294
UniProt (similar protein): Q5AJ71
pchembl: 7.680 (~20.9 nM)
Target protein: KP13_01863

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 552.97 Da

LogP (Crippen) -1.54

H-bond donors 3

H-bond acceptors 7

TPSA 201.17 Å²

Rotatable bonds 4

Aromatic rings 4 / 4

Heavy atoms 37

Fraction sp³ C 0.13

Formula C₂₃H₂₂ClFN₄O₇S

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 201.2
−1 ≤ LogP ≤ 5 -1.54

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 553.0
LogP ≤ 5 -1.54
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 7

Veber's rules Fail

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 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-c2ccc(F)cc2)c(C)c1.[O-][Cl+3]([O-])([O-])[O-]

InChI

InChI=1S/C23H21FN4O3S.ClHO4/c1-13-10-14(2)28(15(3)11-13)27-23(29)22-21(16-4-6-17(24)7-5-16)19-12-18(32(25,30)31)8-9-20(19)26-22;2-1(3,4)5/h4-12H,1-3H3,(H3-,25,26,27,29,30,31);(H,2,3,4,5)

InChIKey

HBXBBHXUSQPMDP-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.

ChEMBL ChEMBL compound CHEMBL468294 →
UniProt UniProt Q5AJ71 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL468294”) →

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)