Ligand profile

CHEMBL5393743

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3240 — hypothetical protein

Via homolog UniProt P21589 Formula C₂₂H₂₀ClN₅O₈
pchembl 8.77 ~1.7 nM
Mol. weight 517.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5393743
UniProt (similar protein)
P21589
pchembl
8.770 (~1.7 nM)
Target protein
VK055_3240

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 517.88 Da
LogP (Crippen) -0.15
H-bond donors 5
H-bond acceptors 11
TPSA 203.14 Ų
Rotatable bonds 8
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.32
Formula C₂₂H₂₀ClN₅O₈

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 203.1
  • −1 ≤ LogP ≤ 5 -0.15
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 517.9
  • LogP ≤ 5 -0.15
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 203.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#C[C@@]1(O)[C@@H](COC(Cc2ccccc2)(C(=O)O)C(=O)O)O[C@@H](n2cnc3c(N)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C22H20ClN5O8/c1-2-21(34)12(9-35-22(18(30)31,19(32)33)8-11-6-4-3-5-7-11)36-17(14(21)29)28-10-25-13-15(24)26-20(23)27-16(13)28/h1,3-7,10,12,14,17,29,34H,8-9H2,(H,30,31)(H,32,33)(H2,24,26,27)/t12-,14+,17-,21-/m1/s1
InChIKey 
IWGQJNAZGZERSN-ISWKXVRNSA-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
Activity
1070396
Curation
pdb_similarity_tanimoto
Binding sites
PF00149' 'PF02872

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_3240.

PDB 17

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)