Ligand profile

CHEMBL6018548

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₀H₁₂₅N₁₃O₁₄
pchembl 8.96 ~1.1 nM
Mol. weight 1372.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6018548
UniProt (similar protein)
P62937
pchembl
8.960 (~1.1 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1372.85 Da
LogP (Crippen) 3.41
H-bond donors 5
H-bond acceptors 15
TPSA 311.58 Ų
Rotatable bonds 18
Aromatic rings 0 / 2
Heavy atoms 97
Fraction sp³ C 0.80
Formula C₇₀H₁₂₅N₁₃O₁₄

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 3.41
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1372.8
  • LogP ≤ 5 3.41
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • 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)CCCOC(=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/C70H125N13O14/c1-26-28-30-46(14)58(84)57-62(88)73-50(27-2)65(91)76(19)49(17)64(90)81(24)56(45(13)31-29-36-97-70(96)83-34-32-75(18)33-35-83)61(87)74-54(43(9)10)68(94)77(20)51(37-40(3)4)60(86)71-47(15)59(85)72-48(16)63(89)78(21)52(38-41(5)6)66(92)79(22)53(39-42(7)8)67(93)80(23)55(44(11)12)69(95)82(57)25/h26,28,40-58,84H,27,29-39H2,1-25H3,(H,71,86)(H,72,85)(H,73,88)(H,74,87)/b28-26+/t45-,46-,47+,48-,49-,50+,51+,52+,53+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
HYCRKHCJNXSNFP-ITINGCSBSA-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
546647
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)