Ligand profile

CHEMBL5822423

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 C₅₁H₈₂N₂O₁₇S₂
pchembl 9.19 ~0.6 nM
Mol. weight 1059.35 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5822423
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 1059.35 Da
LogP (Crippen) 4.61
H-bond donors 4
H-bond acceptors 16
TPSA 275.74 Ų
Rotatable bonds 12
Aromatic rings 0 / 3
Heavy atoms 72
Fraction sp³ C 0.75
Formula C₅₁H₈₂N₂O₁₇S₂

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 275.7
  • −1 ≤ LogP ≤ 5 4.61
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1059.3
  • LogP ≤ 5 4.61
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 275.7
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(NS(=O)(=O)CCCS(=O)(=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](OC)[C@H](OC)C2)CC(=O)C(C)/C=C(/C)C1O
InChI 
InChI=1S/C51H82N2O17S2/c1-31-18-15-13-12-14-16-19-32(2)45(55)47(68-11)46(56)35(5)26-33(3)41(54)30-43(34(4)27-38-21-23-42(66-9)44(28-38)67-10)69-50(59)37(7)53(8)49(58)48(57)51(60)36(6)20-22-39(70-51)29-40(31)52-71(61,62)24-17-25-72(63,64)65/h12-15,18,26,32-34,36-40,42-44,46-47,52,56,60H,16-17,19-25,27-30H2,1-11H3,(H,63,64,65)/b14-12-,15-13-,31-18-,35-26-/t32?,33?,34-,36+,37?,38+,39-,40?,42-,43?,44-,46?,47?,51+/m1/s1
InChIKey 
XLKFEGICSSQPNA-OBYIZUKMSA-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
1265532
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)