Ligand profile

CHEMBL5218737

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 C₅₁H₇₇NO₁₂
pchembl 8.41 ~3.9 nM
Mol. weight 896.17 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5218737
UniProt (similar protein)
P62942
pchembl
8.410 (~3.9 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 896.17 Da
LogP (Crippen) 6.41
H-bond donors 3
H-bond acceptors 12
TPSA 186.20 Ų
Rotatable bonds 5
Aromatic rings 0 / 5
Heavy atoms 64
Fraction sp³ C 0.75
Formula C₅₁H₇₇NO₁₂

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 186.2
  • −1 ≤ LogP ≤ 5 6.41
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 896.2
  • LogP ≤ 5 6.41
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 186.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CO[C@@H]1C[C@@H]2CC[C@@H](C)[C@@](O)(O2)C(=O)C(=O)N2CCCC[C@H]2C(=O)OC([C@H](C)C[C@@H]2C[C@@H]3C[C@H]2C[C@H]3O)CC(=O)[C@H](C)/C=C(\C)[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)/C=C/C=C/C=C/1C
InChI 
InChI=1S/C51H77NO12/c1-29-15-11-10-12-16-30(2)43(61-8)27-39-19-18-35(7)51(60,64-39)48(57)49(58)52-20-14-13-17-40(52)50(59)63-44(32(4)23-36-24-38-25-37(36)26-42(38)54)28-41(53)31(3)22-34(6)46(56)47(62-9)45(55)33(5)21-29/h10-12,15-16,22,29,31-33,35-40,42-44,46-47,54,56,60H,13-14,17-21,23-28H2,1-9H3/b12-10+,15-11+,30-16+,34-22+/t29-,31-,32-,33-,35-,36-,37+,38-,39+,40+,42-,43-,44?,46-,47+,51-/m1/s1
InChIKey 
PWOJHTAZPQKPPN-MCVDMIQGSA-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)