Ligand profile

CHEMBL5639838

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P11021 Formula C₅₄H₇₆N₂O₉
pchembl 6.17 ~676.1 nM
Mol. weight 897.21 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5639838
UniProt (similar protein)
P11021
pchembl
6.170 (~676.1 nM)
Target protein
KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 897.21 Da
LogP (Crippen) 6.32
H-bond donors 5
H-bond acceptors 11
TPSA 163.85 Ų
Rotatable bonds 1
Aromatic rings 1 / 13
Heavy atoms 65
Fraction sp³ C 0.85
Formula C₅₄H₇₆N₂O₉

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 163.9
  • −1 ≤ LogP ≤ 5 6.32
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 897.2
  • LogP ≤ 5 6.32
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 1
  • TPSA ≤ 140 Ų 163.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H]1[C@]2(O[C@H]3C=C4[C@@H]5CC[C@H]6Cc7nc8c(nc7C[C@]6(C)[C@H]5C[C@@H](O)[C@]4(C)[C@]31O)C[C@@H]1CC[C@H]3C4=C[C@@H]5O[C@@]6(CCC(C)(C)O6)[C@@H](C)[C@@H]5[C@@]4(C)[C@H](O)C[C@@H]3[C@@]1(C)C8)O[C@](C)(CO)C[C@H]2O
InChI 
InChI=1S/C54H76N2O9/c1-26-45-40(62-52(26)15-14-46(3,4)64-52)18-34-30-12-10-28-16-36-38(22-48(28,6)32(30)19-41(58)50(34,45)8)55-37-17-29-11-13-31-33(49(29,7)23-39(37)56-36)20-42(59)51(9)35(31)21-44-53(51,61)27(2)54(63-44)43(60)24-47(5,25-57)65-54/h18,21,26-33,40-45,57-61H,10-17,19-20,22-25H2,1-9H3/t26-,27-,28-,29-,30+,31+,32-,33-,40-,41+,42+,43+,44-,45-,47-,48-,49-,50+,51+,52+,53+,54-/m0/s1
InChIKey 
YLNNCKCXIGOGLJ-RTRKAOQRSA-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)