Ligand profile

CHEMBL5422438

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0334 — ABC transporter family protein

Via homolog UniProt Q9UNQ0 Formula C₃₂H₃₉N₃O₇S
pchembl 6.01 ~977.2 nM
Mol. weight 609.75 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5422438
UniProt (similar protein)
Q9UNQ0
pchembl
6.010 (~977.2 nM)
Target protein
VK055_0334

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 609.75 Da
LogP (Crippen) 4.70
H-bond donors 2
H-bond acceptors 7
TPSA 134.87 Ų
Rotatable bonds 8
Aromatic rings 3 / 5
Heavy atoms 43
Fraction sp³ C 0.47
Formula C₃₂H₃₉N₃O₇S

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 134.9
  • −1 ≤ LogP ≤ 5 4.70
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 609.7
  • LogP ≤ 5 4.70
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 134.9
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 
Cc1ccc(S(=O)(=O)Oc2ccc3c4c([nH]c3c2)[C@H](CC(C)C)N2C(=O)[C@H](CCC(=O)OC(C)(C)C)NC(=O)[C@@H]2C4)cc1
InChI 
InChI=1S/C32H39N3O7S/c1-18(2)15-26-29-23(17-27-30(37)34-24(31(38)35(26)27)13-14-28(36)41-32(4,5)6)22-12-9-20(16-25(22)33-29)42-43(39,40)21-10-7-19(3)8-11-21/h7-12,16,18,24,26-27,33H,13-15,17H2,1-6H3,(H,34,37)/t24-,26-,27-/m0/s1
InChIKey 
NGWICNINPYHPJO-URORMMCBSA-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)