Ligand profile

CHEMBL5758552

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 C₅₁H₈₀N₂O₁₄S
pchembl 9.19 ~0.6 nM
Mol. weight 977.27 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5758552
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 977.27 Da
LogP (Crippen) 5.30
H-bond donors 4
H-bond acceptors 14
TPSA 221.37 Ų
Rotatable bonds 10
Aromatic rings 0 / 4
Heavy atoms 68
Fraction sp³ C 0.75
Formula C₅₁H₈₀N₂O₁₄S

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 5.30
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 977.3
  • LogP ≤ 5 5.30
  • H-bond donors ≤ 5 4
  • 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(N[SH](=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](OCC3CC3)[C@H](OC)C2)CC(=O)C(C)/C=C(/C)C1O
InChI 
InChI=1S/C51H80N2O14S/c1-30-16-14-12-11-13-15-17-31(2)45(55)47(64-10)46(56)34(5)24-32(3)41(54)28-43(33(4)25-38-21-23-42(44(26-38)63-9)65-29-37-19-20-37)66-50(59)36(7)53(8)49(58)48(57)51(60)35(6)18-22-39(67-51)27-40(30)52-68(61)62/h11-14,16,24,31-33,35-40,42-44,46-47,56,60,68H,15,17-23,25-29H2,1-10H3,(H,52,61,62)/b13-11-,14-12-,30-16-,34-24-/t31?,32?,33-,35+,36?,38+,39-,40?,42-,43?,44-,46?,47?,51+/m1/s1
InChIKey 
SOLYJTYSHJWZEX-YZCOIRCWSA-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
1265494
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)