Ligand profile

CHEMBL6026994

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₄N₁₂O₁₄
pchembl 9.15 ~0.7 nM
Mol. weight 1345.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6026994
UniProt (similar protein)
P62937
pchembl
9.150 (~0.7 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1345.82 Da
LogP (Crippen) 2.98
H-bond donors 5
H-bond acceptors 15
TPSA 300.50 Ų
Rotatable bonds 19
Aromatic rings 0 / 2
Heavy atoms 95
Fraction sp³ C 0.81
Formula C₆₉H₁₂₄N₁₂O₁₄

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 2.98
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1345.8
  • LogP ≤ 5 2.98
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • 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)COC[C@@H]2CN(CC)CCO2)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/C69H124N12O14/c1-26-29-30-44(14)58(82)57-62(86)72-50(27-2)65(89)74(19)48(18)64(88)79(24)56(45(15)37-94-38-49-36-81(28-3)31-32-95-49)61(85)73-54(42(10)11)68(92)75(20)51(33-39(4)5)60(84)70-46(16)59(83)71-47(17)63(87)76(21)52(34-40(6)7)66(90)77(22)53(35-41(8)9)67(91)78(23)55(43(12)13)69(93)80(57)25/h26,29,39-58,82H,27-28,30-38H2,1-25H3,(H,70,84)(H,71,83)(H,72,86)(H,73,85)/b29-26+/t44-,45-,46+,47-,48-,49+,50+,51+,52+,53+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
ZCNQDLLAHGLTQT-DYYPHYEZSA-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
546659
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)