Ligand profile

CHEMBL5960352

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00717 — Peptidyl-prolyl cis-trans isomerase A

Via homolog UniProt P62937 Formula C₆₈H₁₂₂N₁₂O₁₄
pchembl 8.96 ~1.1 nM
Mol. weight 1331.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5960352
UniProt (similar protein)
P62937
pchembl
8.960 (~1.1 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1331.79 Da
LogP (Crippen) 2.59
H-bond donors 5
H-bond acceptors 15
TPSA 300.50 Ų
Rotatable bonds 18
Aromatic rings 0 / 2
Heavy atoms 94
Fraction sp³ C 0.81
Formula C₆₈H₁₂₂N₁₂O₁₄

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 300.5
  • −1 ≤ LogP ≤ 5 2.59
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1331.8
  • LogP ≤ 5 2.59
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 300.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C=C/C[C@@H](C)[C@@H](O)[C@H]1C(=O)N[C@@H](CC)C(=O)N(C)[C@H](C)C(=O)N(C)[C@@H]([C@@H](C)CN2CCO[C@H](COC)C2)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C
InChI 
InChI=1S/C68H122N12O14/c1-26-28-29-43(13)57(81)56-61(85)71-49(27-2)64(88)73(18)47(17)63(87)78(23)55(44(14)35-80-30-31-94-48(36-80)37-93-25)60(84)72-53(41(9)10)67(91)74(19)50(32-38(3)4)59(83)69-45(15)58(82)70-46(16)62(86)75(20)51(33-39(5)6)65(89)76(21)52(34-40(7)8)66(90)77(22)54(42(11)12)68(92)79(56)24/h26,28,38-57,81H,27,29-37H2,1-25H3,(H,69,83)(H,70,82)(H,71,85)(H,72,84)/b28-26+/t43-,44+,45+,46-,47-,48+,49+,50+,51+,52+,53+,54+,55+,56+,57-/m1/s1
InChIKey 
CLAXKXOJIWFXRR-DVCLRRGASA-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
546566
Binding sites
PF00160

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_00717.

PDB 40

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)