Ligand profile

CHEMBL4859269

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3718 — nitrite reductase, large subunit

Via homolog UniProt P39051 Formula C₅₀H₅₄F₆N₁₄O₈S₂
pchembl 6.00 ~1.0 µM
Mol. weight 1157.19 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4859269
UniProt (similar protein)
P39051
pchembl
6.000 (~1.0 µM)
Target protein
VK055_3718

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1157.19 Da
LogP (Crippen) 7.07
H-bond donors 6
H-bond acceptors 18
TPSA 296.98 Ų
Rotatable bonds 22
Aromatic rings 7 / 9
Heavy atoms 80
Fraction sp³ C 0.36
Formula C₅₀H₅₄F₆N₁₄O₈S₂

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 297.0
  • −1 ≤ LogP ≤ 5 7.07
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1157.2
  • LogP ≤ 5 7.07
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 22
  • TPSA ≤ 140 Ų 297.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NCCCCc1cn(-c2ccc(-c3nc(-c4cccc(-c5csc(-c6ccc(-n7cc(CCCCN)nn7)cc6OCCN6CCNC6=O)n5)c4)cs3)c(OCCN3CCNC3=O)c2)nn1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F
InChI 
InChI=1S/C46H52N14O4S2.2C2HF3O2/c47-14-3-1-8-33-27-59(55-53-33)35-10-12-37(41(25-35)63-22-20-57-18-16-49-45(57)61)43-51-39(29-65-43)31-6-5-7-32(24-31)40-30-66-44(52-40)38-13-11-36(60-28-34(54-56-60)9-2-4-15-48)26-42(38)64-23-21-58-19-17-50-46(58)62;2*3-2(4,5)1(6)7/h5-7,10-13,24-30H,1-4,8-9,14-23,47-48H2,(H,49,61)(H,50,62);2*(H,6,7)
InChIKey 
LXELEDFZDMIGOY-UHFFFAOYSA-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
PF02852' 'PF07992

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_3718.

PDB 4

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

Ligand PDB entry

ChEMBL 17

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)