Ligand profile

CHEMBL262778

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 C₅₄H₈₂N₂O₁₃
pchembl 9.40 ~0.4 nM
Mol. weight 967.25 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL262778
UniProt (similar protein)
P62942
pchembl
9.400 (~0.4 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 967.25 Da
LogP (Crippen) 6.20
H-bond donors 2
H-bond acceptors 13
TPSA 187.67 Ų
Rotatable bonds 12
Aromatic rings 1 / 5
Heavy atoms 69
Fraction sp³ C 0.72
Formula C₅₄H₈₂N₂O₁₃

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 187.7
  • −1 ≤ LogP ≤ 5 6.20
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 967.3
  • LogP ≤ 5 6.20
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 187.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@@H]1/C=C(\C)C[C@H](C)C[C@H](OC)[C@H]2O[C@@](O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/C3CC[C@@H](OCC(=O)N(C)CCc4ccccc4)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI 
InChI=1S/C54H82N2O13/c1-11-40-26-33(2)25-34(3)27-46(65-9)50-47(66-10)29-36(5)54(63,69-50)51(60)52(61)56-23-16-15-19-41(56)53(62)68-49(37(6)42(57)31-43(40)58)35(4)28-39-20-21-44(45(30-39)64-8)67-32-48(59)55(7)24-22-38-17-13-12-14-18-38/h12-14,17-18,26,28,34,36-37,39-42,44-47,49-50,57,63H,11,15-16,19-25,27,29-32H2,1-10H3/b33-26+,35-28+/t34-,36+,37+,39?,40+,41-,42-,44+,45+,46-,47-,49+,50+,54+/m0/s1
InChIKey 
UDUKZMQBGGASPM-QTFVHDAFSA-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)