Ligand profile

CHEMBL5880006

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₃N₁₃O₁₃
pchembl 8.70 ~2.0 nM
Mol. weight 1342.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5880006
UniProt (similar protein)
P62937
pchembl
8.700 (~2.0 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1342.82 Da
LogP (Crippen) 2.80
H-bond donors 5
H-bond acceptors 14
TPSA 302.35 Ų
Rotatable bonds 17
Aromatic rings 0 / 2
Heavy atoms 95
Fraction sp³ C 0.80
Formula C₆₉H₁₂₃N₁₃O₁₃

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 302.4
  • −1 ≤ LogP ≤ 5 2.80
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1342.8
  • LogP ≤ 5 2.80
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 302.4
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)CCC(=O)N2CCN(C)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/C69H123N13O13/c1-26-28-29-45(14)58(84)57-62(88)72-49(27-2)65(91)75(19)48(17)64(90)80(24)56(44(13)30-31-53(83)82-34-32-74(18)33-35-82)61(87)73-54(42(9)10)68(94)76(20)50(36-39(3)4)60(86)70-46(15)59(85)71-47(16)63(89)77(21)51(37-40(5)6)66(92)78(22)52(38-41(7)8)67(93)79(23)55(43(11)12)69(95)81(57)25/h26,28,39-52,54-58,84H,27,29-38H2,1-25H3,(H,70,86)(H,71,85)(H,72,88)(H,73,87)/b28-26+/t44-,45-,46+,47-,48-,49+,50+,51+,52+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
HXCKUIACBDWDKQ-NAYWTSJNSA-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
546526
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)