Ligand profile

CHEMBL140442

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 C₅₁H₇₉NO₁₄
pchembl 8.47 ~3.4 nM
Mol. weight 930.19 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL140442
UniProt (similar protein)
P62942
pchembl
8.470 (~3.4 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 930.19 Da
LogP (Crippen) 5.96
H-bond donors 3
H-bond acceptors 14
TPSA 212.50 Ų
Rotatable bonds 10
Aromatic rings 0 / 3
Heavy atoms 66
Fraction sp³ C 0.73
Formula C₅₁H₇₉NO₁₄

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 212.5
  • −1 ≤ LogP ≤ 5 5.96
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 930.2
  • LogP ≤ 5 5.96
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 212.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)CC[C@H](CCO)C[C@@H](C)[C@@H]1CC(=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(\C)[C@@H](OC)C[C@@H]2CC[C@@H](C)[C@@](O)(O2)C(=O)C(=O)N2CCCC[C@H]2C(=O)O1
InChI 
InChI=1S/C51H79NO14/c1-31-16-12-11-13-17-32(2)42(62-8)29-39-21-19-37(7)51(61,66-39)48(58)49(59)52-24-15-14-18-40(52)50(60)65-43(34(4)28-38(23-25-53)20-22-44(55)63-9)30-41(54)33(3)27-36(6)46(57)47(64-10)45(56)35(5)26-31/h11-13,16-17,27,31,33-35,37-40,42-43,46-47,53,57,61H,14-15,18-26,28-30H2,1-10H3/b13-11+,16-12+,32-17+,36-27+/t31-,33-,34-,35-,37-,38-,39+,40+,42+,43+,46-,47+,51-/m1/s1
InChIKey 
WIAGFHVCTJFWDT-ASDRUYPJSA-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)