Ligand profile

CHEMBL4786598

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3240 — hypothetical protein

Via homolog UniProt P21589 Formula C₁₈H₂₇ClN₅O₉P
pchembl 9.24 ~0.6 nM
Mol. weight 523.87 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4786598
UniProt (similar protein)
P21589
pchembl
9.240 (~0.6 nM)
Target protein
VK055_3240

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 523.87 Da
LogP (Crippen) -0.67
H-bond donors 7
H-bond acceptors 12
TPSA 212.54 Ų
Rotatable bonds 9
Aromatic rings 2 / 4
Heavy atoms 34
Fraction sp³ C 0.72
Formula C₁₈H₂₇ClN₅O₉P

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 212.5
  • −1 ≤ LogP ≤ 5 -0.67
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 523.9
  • LogP ≤ 5 -0.67
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 212.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)C(CO)(CO)OC[C@H]1O[C@@H](n2ncc3c(NC4CCCC4)nc(Cl)nc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C18H27ClN5O9P/c19-17-22-14(21-9-3-1-2-4-9)10-5-20-24(15(10)23-17)16-13(28)12(27)11(33-16)6-32-18(7-25,8-26)34(29,30)31/h5,9,11-13,16,25-28H,1-4,6-8H2,(H,21,22,23)(H2,29,30,31)/t11-,12-,13-,16-/m1/s1
InChIKey 
YWQNNQIKQYXPIC-BRXULGCHSA-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
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)