Ligand profile

CHEMBL5897947

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 C₅₂H₈₂N₂O₁₅S
pchembl 9.19 ~0.6 nM
Mol. weight 1007.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5897947
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 1007.29 Da
LogP (Crippen) 4.85
H-bond donors 4
H-bond acceptors 15
TPSA 241.60 Ų
Rotatable bonds 11
Aromatic rings 0 / 4
Heavy atoms 70
Fraction sp³ C 0.75
Formula C₅₂H₈₂N₂O₁₅S

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 241.6
  • −1 ≤ LogP ≤ 5 4.85
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1007.3
  • LogP ≤ 5 4.85
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 241.6
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(=O)(=O)CCO)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](OC3CC3)[C@H](OC)C2)CC(=O)C(C)/C=C(/C)C1O
InChI 
InChI=1S/C52H82N2O15S/c1-31-16-14-12-11-13-15-17-32(2)46(57)48(66-10)47(58)35(5)26-33(3)42(56)30-44(34(4)27-38-19-23-43(45(28-38)65-9)67-39-21-22-39)68-51(61)37(7)54(8)50(60)49(59)52(62)36(6)18-20-40(69-52)29-41(31)53-70(63,64)25-24-55/h11-14,16,26,32-34,36-41,43-45,47-48,53,55,58,62H,15,17-25,27-30H2,1-10H3/b13-11-,14-12-,31-16-,35-26-/t32?,33?,34-,36+,37?,38+,40-,41+,43-,44?,45-,47?,48?,52+/m1/s1
InChIKey 
QZEZGMMJVAFAQK-FSSOACCYSA-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
1265439
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)