Ligand profile

CHEMBL5631686

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0334 — ABC transporter family protein

Via homolog UniProt Q9UNQ0 Formula C₂₇H₃₆N₄O₄
pchembl 6.51 ~309.0 nM
Mol. weight 480.61 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5631686
UniProt (similar protein)
Q9UNQ0
pchembl
6.510 (~309.0 nM)
Target protein
VK055_0334

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 480.61 Da
LogP (Crippen) 3.31
H-bond donors 2
H-bond acceptors 4
TPSA 94.74 Ų
Rotatable bonds 6
Aromatic rings 2 / 5
Heavy atoms 35
Fraction sp³ C 0.59
Formula C₂₇H₃₆N₄O₄

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 94.7
  • −1 ≤ LogP ≤ 5 3.31
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 480.6
  • LogP ≤ 5 3.31
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 94.7
PAINS Alert

Matches PAINS filter: indol_3yl_alk(461). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2c3c([nH]c2c1)[C@H](CC(C)C)N1C(=O)[C@H](CCC(=O)N2CCCCC2)NC(=O)[C@@H]1C3
InChI 
InChI=1S/C27H36N4O4/c1-16(2)13-22-25-19(18-8-7-17(35-3)14-21(18)28-25)15-23-26(33)29-20(27(34)31(22)23)9-10-24(32)30-11-5-4-6-12-30/h7-8,14,16,20,22-23,28H,4-6,9-13,15H2,1-3H3,(H,29,33)/t20-,22-,23-/m0/s1
InChIKey 
SWRHYEPPJBQIHS-PMVMPFDFSA-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
PF01061

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_0334.

PDB 8

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

Ligand PDB entry

ChEMBL 32

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)