Ligand profile

CHEMBL5904243

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₆H₁₁₈N₁₂O₁₃
pchembl 8.89 ~1.3 nM
Mol. weight 1287.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5904243
UniProt (similar protein)
P62937
pchembl
8.890 (~1.3 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1287.74 Da
LogP (Crippen) 2.72
H-bond donors 5
H-bond acceptors 14
TPSA 291.27 Ų
Rotatable bonds 17
Aromatic rings 0 / 2
Heavy atoms 91
Fraction sp³ C 0.80
Formula C₆₆H₁₁₈N₁₂O₁₃

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 291.3
  • −1 ≤ LogP ≤ 5 2.72
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1287.7
  • LogP ≤ 5 2.72
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 291.3
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](CN2CCCC2)OC)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/C66H118N12O13/c1-25-27-30-42(13)55(79)54-59(83)69-46(26-2)62(86)71(17)45(16)61(85)76(22)53(50(91-24)36-78-31-28-29-32-78)58(82)70-51(40(9)10)65(89)72(18)47(33-37(3)4)57(81)67-43(14)56(80)68-44(15)60(84)73(19)48(34-38(5)6)63(87)74(20)49(35-39(7)8)64(88)75(21)52(41(11)12)66(90)77(54)23/h25,27,37-55,79H,26,28-36H2,1-24H3,(H,67,81)(H,68,80)(H,69,83)(H,70,82)/b27-25+/t42-,43+,44-,45-,46+,47+,48+,49+,50+,51+,52+,53+,54+,55-/m1/s1
InChIKey 
WQJGHRYTLUZNCJ-NFPSRJRGSA-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
546671
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)