Ligand profile

CHEMBL1705507

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P11021 Formula C₄₂H₄₃N₃O₇
Mol. weight 701.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1705507
UniProt (similar protein)
P11021
Target protein
KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 701.82 Da
LogP (Crippen) 5.37
H-bond donors 4
H-bond acceptors 7
TPSA 143.06 Ų
Rotatable bonds 10
Aromatic rings 4 / 6
Heavy atoms 52
Fraction sp³ C 0.29
Formula C₄₂H₄₃N₃O₇

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 143.1
  • −1 ≤ LogP ≤ 5 5.37
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 701.8
  • LogP ≤ 5 5.37
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 143.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(C[C@H]1C/C=C\C[C@H](NC(=O)OCC2c3ccccc3-c3ccccc32)C(=O)O[C@H](c2ccccc2)CNC1=O)N[C@H](CO)Cc1ccccc1
InChI 
InChI=1S/C42H43N3O7/c46-26-31(23-28-13-3-1-4-14-28)44-39(47)24-30-17-7-12-22-37(41(49)52-38(25-43-40(30)48)29-15-5-2-6-16-29)45-42(50)51-27-36-34-20-10-8-18-32(34)33-19-9-11-21-35(33)36/h1-16,18-21,30-31,36-38,46H,17,22-27H2,(H,43,48)(H,44,47)(H,45,50)/b12-7-/t30-,31+,37+,38+/m1/s1
InChIKey 
UOCYSBJGKCZYFN-SBHWVANWSA-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
Activity
active
Binding sites
PF00012

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to KP13_01981.

PDB 20

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

Ligand PDB entry

ChEMBL 99

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)