Ligand profile

CHEMBL5398355

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₂₇H₃₂ClN₇O₃S
pchembl 6.24 ~575.4 nM
Mol. weight 570.12 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5398355
UniProt (similar protein)
Q9NXA8
pchembl
6.240 (~575.4 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 570.12 Da
LogP (Crippen) 4.50
H-bond donors 6
H-bond acceptors 7
TPSA 140.30 Ų
Rotatable bonds 14
Aromatic rings 3 / 3
Heavy atoms 39
Fraction sp³ C 0.30
Formula C₂₇H₃₂ClN₇O₃S

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 140.3
  • −1 ≤ LogP ≤ 5 4.50
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 570.1
  • LogP ≤ 5 4.50
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 140.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@@H](NC(=O)c1cnc(Nc2ccccc2Cl)nc1NCCCNC(=S)NCCC(=O)O)c1ccccc1
InChI 
InChI=1S/C27H32ClN7O3S/c1-2-21(18-9-4-3-5-10-18)33-25(38)19-17-32-26(34-22-12-7-6-11-20(22)28)35-24(19)29-14-8-15-30-27(39)31-16-13-23(36)37/h3-7,9-12,17,21H,2,8,13-16H2,1H3,(H,33,38)(H,36,37)(H2,30,31,39)(H2,29,32,34,35)/t21-/m1/s1
InChIKey 
JKUFINLZPLTWFZ-OAQYLSRUSA-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
PF02146

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1346.

PDB 21

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

Ligand PDB entry

ChEMBL 84

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)