Ligand profile

CHEMBL5962940

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₁₉N₁₃O₁₂
pchembl 8.74 ~1.8 nM
Mol. weight 1322.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5962940
UniProt (similar protein)
P62937
pchembl
8.740 (~1.8 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1322.79 Da
LogP (Crippen) 3.77
H-bond donors 5
H-bond acceptors 14
TPSA 294.93 Ų
Rotatable bonds 18
Aromatic rings 1 / 2
Heavy atoms 94
Fraction sp³ C 0.74
Formula C₆₉H₁₁₉N₁₃O₁₂

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 294.9
  • −1 ≤ LogP ≤ 5 3.77
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1322.8
  • LogP ≤ 5 3.77
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 294.9
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)CN(C)Cc2cccnc2)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/C69H119N13O12/c1-26-28-30-44(13)58(83)57-62(87)73-50(27-2)65(90)76(19)48(17)64(89)81(24)56(45(14)37-75(18)38-49-31-29-32-70-36-49)61(86)74-54(42(9)10)68(93)77(20)51(33-39(3)4)60(85)71-46(15)59(84)72-47(16)63(88)78(21)52(34-40(5)6)66(91)79(22)53(35-41(7)8)67(92)80(23)55(43(11)12)69(94)82(57)25/h26,28-29,31-32,36,39-48,50-58,83H,27,30,33-35,37-38H2,1-25H3,(H,71,85)(H,72,84)(H,73,87)(H,74,86)/b28-26+/t44-,45-,46+,47-,48-,50+,51+,52+,53+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
SURQHEREKMGJMM-BOBWJSOASA-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
546386
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)