Ligand profile

CHEMBL612022

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5117 — 2,3-dihydroxybenzoate-AMP ligase

Via homolog UniProt P71716 Formula C₂₃H₃₃N₇O₇S

pchembl 8.46 ~3.5 nM

Mol. weight 551.63 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL612022
UniProt (similar protein): P71716
pchembl: 8.460 (~3.5 nM)
Target protein: VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 551.63 Da

LogP (Crippen) 0.80

H-bond donors 4

H-bond acceptors 13

TPSA 195.02 Å²

Rotatable bonds 9

Aromatic rings 3 / 4

Heavy atoms 38

Fraction sp³ C 0.48

Formula C₂₃H₃₃N₇O₇S

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 195.0
−1 ≤ LogP ≤ 5 0.80

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 551.6
LogP ≤ 5 0.80
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 13

Veber's rules Fail

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 195.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCN(CC)CC.Nc1ncnc2ncn([C@H]3C[C@H](O)[C@@H](COS(=O)(=O)NC(=O)c4ccccc4O)O3)c12

InChI

InChI=1S/C17H18N6O7S.C6H15N/c18-15-14-16(20-7-19-15)21-8-23(14)13-5-11(25)12(30-13)6-29-31(27,28)22-17(26)9-3-1-2-4-10(9)24;1-4-7(5-2)6-3/h1-4,7-8,11-13,24-25H,5-6H2,(H,22,26)(H2,18,19,20);4-6H2,1-3H3/t11-,12+,13+;/m0./s1

InChIKey

GIKYPNJFZDOQQL-LUHWTZLKSA-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
Curation: pdb_similarity_tanimoto
Binding sites: PF00501' 'PF13193

External resources

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

ChEMBL ChEMBL compound CHEMBL612022 →
UniProt UniProt P71716 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL612022”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_5117.

PDB 7

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

Ligand PDB entry

ChEMBL 81

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)