Ligand profile

CHEMBL5942804

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₇H₁₁₃N₁₃O₁₂
pchembl 8.64 ~2.3 nM
Mol. weight 1292.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5942804
UniProt (similar protein)
P62937
pchembl
8.640 (~2.3 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1292.72 Da
LogP (Crippen) 3.81
H-bond donors 6
H-bond acceptors 13
TPSA 307.48 Ų
Rotatable bonds 15
Aromatic rings 2 / 3
Heavy atoms 92
Fraction sp³ C 0.73
Formula C₆₇H₁₁₃N₁₃O₁₂

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 307.5
  • −1 ≤ LogP ≤ 5 3.81
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1292.7
  • LogP ≤ 5 3.81
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 307.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@H]1NC(=O)[C@@H]([C@H](O)[C@H](C)Cc2nc3ccccc3[nH]2)N(C)C(=O)[C@@H](C(C)C)N(C)C(=O)[C@@H](CC(C)C)N(C)C(=O)[C@@H](CC(C)C)N(C)C(=O)[C@H](C)NC(=O)[C@@H](C)NC(=O)[C@@H](CC(C)C)N(C)C(=O)[C@@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)N(C)C1=O
InChI 
InChI=1S/C67H113N13O12/c1-25-45-63(88)74(18)44(17)62(87)75(19)49(31-36(4)5)59(84)73-53(39(10)11)66(91)76(20)48(30-35(2)3)58(83)68-42(15)57(82)69-43(16)61(86)77(21)50(32-37(6)7)64(89)78(22)51(33-38(8)9)65(90)79(23)54(40(12)13)67(92)80(24)55(60(85)72-45)56(81)41(14)34-52-70-46-28-26-27-29-47(46)71-52/h26-29,35-45,48-51,53-56,81H,25,30-34H2,1-24H3,(H,68,83)(H,69,82)(H,70,71)(H,72,85)(H,73,84)/t41-,42-,43+,44-,45-,48-,49+,50-,51-,53-,54-,55-,56-/m1/s1
InChIKey 
IURBNJJQRCTANB-AXUGDPRJSA-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
544067
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)