Ligand profile

HFQ

Ligand co-crystallized with a similar protein (Protein Data Bank).

Bound to: VK055_0301 — proofreading thioesterase in enterobactin biosynthesis

Via homolog PDB 4k4d UniProt P0A8Y8 Formula C₂₉H₄₂N₇O₁₉P₃S
Mol. weight 917.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
HFQ
PDB
4k4d
UniProt (similar protein)
P0A8Y8
Target protein
VK055_0301

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 917.67 Da
LogP (Crippen) -0.57
H-bond donors 11
H-bond acceptors 21
TPSA 404.09 Ų
Rotatable bonds 22
Aromatic rings 3 / 4
Heavy atoms 59
Fraction sp³ C 0.52
Formula C₂₉H₄₂N₇O₁₉P₃S

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 404.1
  • −1 ≤ LogP ≤ 5 -0.57
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 917.7
  • LogP ≤ 5 -0.57
  • H-bond donors ≤ 5 11
  • H-bond acceptors ≤ 10 21
Veber's rules Fail
  • Rotatable bonds ≤ 10 22
  • TPSA ≤ 140 Ų 404.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)(CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCSCC(=O)c4ccc(cc4O)O)O
InChI 
InChI=1S/C29H42N7O19P3S/c1-29(2,24(42)27(43)32-6-5-20(40)31-7-8-59-11-18(39)16-4-3-15(37)9-17(16)38)12-52-58(49,50)55-57(47,48)51-10-19-23(54-56(44,45)46)22(41)28(53-19)36-14-35-21-25(30)33-13-34-26(21)36/h3-4,9,13-14,19,22-24,28,37-38,41-42H,5-8,10-12H2,1-2H3,(H,31,40)(H,32,43)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)/t19-,22-,23-,24+,28-/m1/s1
InChIKey 
WNZSFAUZOOBNIR-VXAHOBLNSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
PDB
Binding sites
PF03061

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_0301.

PDB 8

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

Ligand PDB entry

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)