Ligand profile

CHEMBL158543

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03124 — Dihydropteroate synthase type-1

Via homolog UniProt P0AC13 Formula C₂₀H₂₂N₆O₅S

pchembl 6.22 ~602.6 nM

Mol. weight 458.50 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL158543
UniProt (similar protein): P0AC13
pchembl: 6.220 (~602.6 nM)
Target protein: KP13_03124

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 458.50 Da

LogP (Crippen) 3.15

H-bond donors 4

H-bond acceptors 10

TPSA 168.89 Å²

Rotatable bonds 10

Aromatic rings 3 / 3

Heavy atoms 32

Fraction sp³ C 0.20

Formula C₂₀H₂₂N₆O₅S

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 168.9
−1 ≤ LogP ≤ 5 3.15

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 458.5
LogP ≤ 5 3.15
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 10

Veber's rules Fail

Rotatable bonds ≤ 10 10
TPSA ≤ 140 Å² 168.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccc(S(=O)(=O)Nc2ccc(OCCCNc3nc(N)nc(O)c3N=O)cc2)cc1

InChI

InChI=1S/C20H22N6O5S/c1-13-3-9-16(10-4-13)32(29,30)26-14-5-7-15(8-6-14)31-12-2-11-22-18-17(25-28)19(27)24-20(21)23-18/h3-10,26H,2,11-12H2,1H3,(H4,21,22,23,24,27)

InChIKey

XYZLFVCQNWLBJR-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: PF00809

External resources

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

ChEMBL ChEMBL compound CHEMBL158543 →
UniProt UniProt P0AC13 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL158543”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03124.

PDB 47

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

Ligand PDB entry

ChEMBL 25

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)