Ligand profile

CHEMBL437064

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 C₅₇H₈₂N₂O₁₅
pchembl 8.68 ~2.1 nM
Mol. weight 1035.28 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL437064
UniProt (similar protein)
P62942
pchembl
8.680 (~2.1 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1035.28 Da
LogP (Crippen) 7.42
H-bond donors 4
H-bond acceptors 15
TPSA 235.97 Ų
Rotatable bonds 7
Aromatic rings 1 / 5
Heavy atoms 74
Fraction sp³ C 0.65
Formula C₅₇H₈₂N₂O₁₅

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 236.0
  • −1 ≤ LogP ≤ 5 7.42
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1035.3
  • LogP ≤ 5 7.42
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 236.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CO[C@@H]1C[C@H](C[C@@H](C)[C@@H]2CC(=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](N(O)C(=O)Oc3ccccc3)C[C@@H]3CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N3CCCC[C@H]3C(=O)O2)CC[C@H]1O
InChI 
InChI=1S/C57H82N2O15/c1-34-18-12-10-13-19-35(2)45(59(69)56(67)72-42-20-14-11-15-21-42)32-43-25-23-40(7)57(68,74-43)53(64)54(65)58-27-17-16-22-44(58)55(66)73-48(37(4)30-41-24-26-46(60)49(31-41)70-8)33-47(61)36(3)29-39(6)51(63)52(71-9)50(62)38(5)28-34/h10-15,18-21,29,34,36-38,40-41,43-46,48-49,51-52,60,63,68-69H,16-17,22-28,30-33H2,1-9H3/b13-10+,18-12+,35-19+,39-29+/t34-,36-,37-,38-,40-,41+,43+,44+,45+,46-,48+,49-,51-,52+,57-/m1/s1
InChIKey 
LPUXUEZZRYZNHD-CWSLLCKASA-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)