Ligand profile

CHEMBL5431926

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P11021 Formula C₆₇H₆₈N₁₂O₁₂S
pchembl 6.48 ~331.1 nM
Mol. weight 1265.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5431926
UniProt (similar protein)
P11021
pchembl
6.480 (~331.1 nM)
Target protein
KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1265.42 Da
LogP (Crippen) 8.07
H-bond donors 8
H-bond acceptors 18
TPSA 329.42 Ų
Rotatable bonds 27
Aromatic rings 8 / 11
Heavy atoms 92
Fraction sp³ C 0.28
Formula C₆₇H₆₈N₁₂O₁₂S

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 329.4
  • −1 ≤ LogP ≤ 5 8.07
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1265.4
  • LogP ≤ 5 8.07
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 27
  • TPSA ≤ 140 Ų 329.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)[C@H](NC(=O)c1cc2cc(-n3nnc4c3-c3ccccc3N(C(=O)CCNC(=O)CCOCCOCCOCCOCCNC(=O)c3ccc(C5c6ccc(N)cc6OC6=CC(=N)C=CC65)c(C(=O)O)c3)Cc3ccccc3-4)ccc2[nH]1)C(=O)Nc1nccs1
InChI 
InChI=1S/C67H68N12O12S/c1-39(2)60(65(84)75-67-72-23-32-92-67)74-64(83)53-35-42-33-45(14-18-52(42)73-53)79-62-48-9-5-6-10-54(48)78(38-41-7-3-4-8-46(41)61(62)76-77-79)58(81)19-21-70-57(80)20-24-87-26-28-89-30-31-90-29-27-88-25-22-71-63(82)40-11-15-47(51(34-40)66(85)86)59-49-16-12-43(68)36-55(49)91-56-37-44(69)13-17-50(56)59/h3-18,23,32-37,39,49,59-60,68,73H,19-22,24-31,38,69H2,1-2H3,(H,70,80)(H,71,82)(H,74,83)(H,85,86)(H,72,75,84)/t49?,59?,60-/m0/s1
InChIKey 
QRXGZFKWTWLPGJ-ICUBTYBPSA-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
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)