Ligand profile

CHEMBL6010886

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₈H₁₁₉N₁₃O₁₄
pchembl 9.22 ~0.6 nM
Mol. weight 1342.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6010886
UniProt (similar protein)
P62937
pchembl
9.220 (~0.6 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1342.78 Da
LogP (Crippen) 2.38
H-bond donors 5
H-bond acceptors 15
TPSA 311.58 Ų
Rotatable bonds 16
Aromatic rings 0 / 3
Heavy atoms 95
Fraction sp³ C 0.79
Formula C₆₈H₁₁₉N₁₃O₁₄

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 2.38
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1342.8
  • LogP ≤ 5 2.38
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • 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)CN2CCN3C(=O)OCC3C2)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/C68H119N13O14/c1-25-27-28-42(13)56(82)55-60(86)71-48(26-2)63(89)73(18)46(17)62(88)78(23)54(43(14)34-80-29-30-81-47(35-80)36-95-68(81)94)59(85)72-52(40(9)10)66(92)74(19)49(31-37(3)4)58(84)69-44(15)57(83)70-45(16)61(87)75(20)50(32-38(5)6)64(90)76(21)51(33-39(7)8)65(91)77(22)53(41(11)12)67(93)79(55)24/h25,27,37-56,82H,26,28-36H2,1-24H3,(H,69,84)(H,70,83)(H,71,86)(H,72,85)/b27-25+/t42-,43+,44+,45-,46-,47?,48+,49+,50+,51+,52+,53+,54+,55+,56-/m1/s1
InChIKey 
TXWHCMWGEDLOEB-ZBCUMGJFSA-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
546574
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)