Ligand profile

CHEMBL4785262

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₃₃H₄₆N₆O₁₁
Mol. weight 702.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4785262
UniProt (similar protein)
Q9NXA8
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 702.76 Da
LogP (Crippen) -0.18
H-bond donors 8
H-bond acceptors 10
TPSA 262.34 Ų
Rotatable bonds 20
Aromatic rings 2 / 2
Heavy atoms 50
Fraction sp³ C 0.52
Formula C₃₃H₄₆N₆O₁₁

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 262.3
  • −1 ≤ LogP ≤ 5 -0.18
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 702.8
  • LogP ≤ 5 -0.18
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 262.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCCCNC(=O)CCC(=O)O)C(=O)Nc1ccc2c(C)cc(=O)oc2c1
InChI 
InChI=1S/C33H46N6O11/c1-18(2)13-24(39-33(49)25(17-40)36-20(4)41)31(47)35-16-28(43)38-23(7-5-6-12-34-27(42)10-11-29(44)45)32(48)37-21-8-9-22-19(3)14-30(46)50-26(22)15-21/h8-9,14-15,18,23-25,40H,5-7,10-13,16-17H2,1-4H3,(H,34,42)(H,35,47)(H,36,41)(H,37,48)(H,38,43)(H,39,49)(H,44,45)/t23-,24-,25-/m0/s1
InChIKey 
QKNNOCYWQRABNG-SDHOMARFSA-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
Active
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)