Ligand profile

EHS

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

Bound to: HT085_RS00115 — siderophore ABC transporter substrate-binding protein

Via homolog PDB 5adv UniProt Q0P8Q4 Formula C₂₀H₂₀N₂O₁₁
Mol. weight 464.38 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
EHS
PDB
5adv
UniProt (similar protein)
Q0P8Q4
Target protein
HT085_RS00115

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 464.38 Da
LogP (Crippen) -0.97
H-bond donors 8
H-bond acceptors 10
TPSA 222.95 Ų
Rotatable bonds 9
Aromatic rings 2 / 2
Heavy atoms 33
Fraction sp³ C 0.20
Formula C₂₀H₂₀N₂O₁₁

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 222.9
  • −1 ≤ LogP ≤ 5 -0.97
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 464.4
  • LogP ≤ 5 -0.97
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 222.9
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
c1cc(c(c(c1)O)O)C(=O)N[C@@H](CO)C(=O)OC[C@@H](C(=O)O)NC(=O)c2cccc(c2O)O
InChI 
InChI=1S/C20H20N2O11/c23-7-11(21-17(28)9-3-1-5-13(24)15(9)26)20(32)33-8-12(19(30)31)22-18(29)10-4-2-6-14(25)16(10)27/h1-6,11-12,23-27H,7-8H2,(H,21,28)(H,22,29)(H,30,31)/t11-,12-/m0/s1
InChIKey 
KLXJDVFEFZPIMN-RYUDHWBXSA-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
PF01497

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to HT085_RS00115.

PDB 9

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)