Ligand profile

LCM

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

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

Via homolog PDB 5a1j UniProt Q0P8Q4 Formula C₁₈H₂₀N₂O₆
Mol. weight 360.37 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
LCM
PDB
5a1j
UniProt (similar protein)
Q0P8Q4
Target protein
HT085_RS00115

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 360.37 Da
LogP (Crippen) 1.45
H-bond donors 6
H-bond acceptors 6
TPSA 139.12 Ų
Rotatable bonds 7
Aromatic rings 2 / 2
Heavy atoms 26
Fraction sp³ C 0.22
Formula C₁₈H₂₀N₂O₆

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 139.1
  • −1 ≤ LogP ≤ 5 1.45
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 360.4
  • LogP ≤ 5 1.45
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 139.1
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)NCCCCNC(=O)c2cccc(c2O)O
InChI 
InChI=1S/C18H20N2O6/c21-13-7-3-5-11(15(13)23)17(25)19-9-1-2-10-20-18(26)12-6-4-8-14(22)16(12)24/h3-8,21-24H,1-2,9-10H2,(H,19,25)(H,20,26)
InChIKey 
FBRVRHJYPWFVCL-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
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)