Ligand profile

CHEMBL5994752

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 C₅₅H₈₈N₂O₁₄S
pchembl 9.19 ~0.6 nM
Mol. weight 1033.38 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5994752
UniProt (similar protein)
P62942
pchembl
9.190 (~0.6 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1033.38 Da
LogP (Crippen) 6.91
H-bond donors 3
H-bond acceptors 14
TPSA 221.37 Ų
Rotatable bonds 10
Aromatic rings 0 / 4
Heavy atoms 72
Fraction sp³ C 0.76
Formula C₅₅H₈₈N₂O₁₄S

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 221.4
  • −1 ≤ LogP ≤ 5 6.91
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1033.4
  • LogP ≤ 5 6.91
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 221.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC1C(=O)C(C)CC/C=C\C=C/C=C(/C)[C@H](NS(C)(=O)=O)C[C@H]2CC[C@H](C)[C@](O)(O2)C(=O)C(=O)N(C)C(C)C(=O)OC([C@H](C)C[C@@H]2CC[C@@H](OCC3CCCCC3)[C@H](OC)C2)CC(=O)C(C)/C=C(/C)C1O
InChI 
InChI=1S/C55H88N2O14S/c1-34-20-16-13-12-14-17-21-35(2)49(59)51(68-10)50(60)38(5)28-36(3)45(58)32-47(37(4)29-42-25-27-46(48(30-42)67-9)69-33-41-22-18-15-19-23-41)70-54(63)40(7)57(8)53(62)52(61)55(64)39(6)24-26-43(71-55)31-44(34)56-72(11,65)66/h12-14,16,20,28,35-37,39-44,46-48,50-51,56,60,64H,15,17-19,21-27,29-33H2,1-11H3/b14-12-,16-13-,34-20-,38-28-/t35?,36?,37-,39+,40?,42+,43-,44-,46-,47?,48-,50?,51?,55+/m1/s1
InChIKey 
OKORLCVSLSEUOB-AHEJQBNKSA-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
1265455
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)