Ligand profile

CHEMBL5812164

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₃N₁₃O₁₄
pchembl 9.30 ~0.5 nM
Mol. weight 1358.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5812164
UniProt (similar protein)
P62937
pchembl
9.300 (~0.5 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1358.82 Da
LogP (Crippen) 3.02
H-bond donors 5
H-bond acceptors 15
TPSA 311.58 Ų
Rotatable bonds 17
Aromatic rings 0 / 2
Heavy atoms 96
Fraction sp³ C 0.80
Formula C₆₉H₁₂₃N₁₃O₁₄

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 311.6
  • −1 ≤ LogP ≤ 5 3.02
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1358.8
  • LogP ≤ 5 3.02
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 311.6
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(=O)N2CCN(CC)CC2)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/C69H123N13O14/c1-26-29-30-44(14)57(83)56-61(87)72-49(27-2)64(90)74(19)48(18)63(89)79(24)55(45(15)38-96-69(95)82-33-31-81(28-3)32-34-82)60(86)73-53(42(10)11)67(93)75(20)50(35-39(4)5)59(85)70-46(16)58(84)71-47(17)62(88)76(21)51(36-40(6)7)65(91)77(22)52(37-41(8)9)66(92)78(23)54(43(12)13)68(94)80(56)25/h26,29,39-57,83H,27-28,30-38H2,1-25H3,(H,70,85)(H,71,84)(H,72,87)(H,73,86)/b29-26+/t44-,45-,46+,47-,48-,49+,50+,51+,52+,53+,54+,55+,56+,57-/m1/s1
InChIKey 
IXQHHHMDHNYOOF-JCOMYILCSA-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
546382
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)