Ligand profile

CHEMBL435906

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01972 — FKBP-type 16 kDa peptidyl-prolyl cis-trans isomerase

Via homolog UniProt P62942 Formula C₄₇H₇₁NO₁₂S
pchembl 8.24 ~5.8 nM
Mol. weight 874.15 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL435906
UniProt (similar protein)
P62942
pchembl
8.240 (~5.8 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 874.15 Da
LogP (Crippen) 6.10
H-bond donors 3
H-bond acceptors 13
TPSA 178.36 Ų
Rotatable bonds 8
Aromatic rings 1 / 5
Heavy atoms 61
Fraction sp³ C 0.74
Formula C₄₇H₇₁NO₁₂S

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 178.4
  • −1 ≤ LogP ≤ 5 6.10
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 874.1
  • LogP ≤ 5 6.10
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 178.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@@H]1/C=C(\C)C[C@H](C)C[C@H](OC)[C@H]2OC(O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](OCc4ccsc4)C3)[C@H](C)[C@@H](O)CC1=O)[C@@H](C)C[C@@H]2OC
InChI 
InChI=1S/C47H71NO12S/c1-9-34-19-27(2)18-28(3)20-40(56-7)43-41(57-8)22-30(5)47(55,60-43)44(52)45(53)48-16-11-10-12-35(48)46(54)59-42(31(6)37(50)24-38(34)51)29(4)21-32-13-14-36(49)39(23-32)58-25-33-15-17-61-26-33/h15,17,19,21,26,28,30-32,34-37,39-43,49-50,55H,9-14,16,18,20,22-25H2,1-8H3/b27-19+,29-21+/t28-,30-,31+,32-,34+,35-,36+,37-,39+,40-,41-,42+,43+,47?/m0/s1
InChIKey 
SBLJLZNNWZVTJV-BDVQHANOSA-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
PF00254

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_01972.

PDB 25

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)