Ligand profile

CHEMBL5821248

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₅N₁₃O₁₄
pchembl 9.00 ~1.0 nM
Mol. weight 1360.84 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5821248
UniProt (similar protein)
P62937
pchembl
9.000 (~1.0 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1360.84 Da
LogP (Crippen) 2.03
H-bond donors 7
H-bond acceptors 16
TPSA 329.16 Ų
Rotatable bonds 40
Aromatic rings 0 / 1
Heavy atoms 96
Fraction sp³ C 0.80
Formula C₆₉H₁₂₅N₁₃O₁₄

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 329.2
  • −1 ≤ LogP ≤ 5 2.03
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1360.8
  • LogP ≤ 5 2.03
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 40
  • TPSA ≤ 140 Ų 329.2
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](C(=O)N[C@@H](CC)C(=O)N(C)[C@H](C)C(C)=O)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@@H](NC)[C@H](C)COCC(=O)N1CCNCC1)C(C)C
InChI 
InChI=1S/C69H125N13O14/c1-26-28-29-44(13)59(85)58(63(89)74-50(27-2)65(91)76(20)48(17)49(18)83)81(25)69(95)57(43(11)12)80(24)67(93)53(36-41(7)8)79(23)66(92)52(35-40(5)6)78(22)64(90)47(16)73-60(86)46(15)72-61(87)51(34-39(3)4)77(21)68(94)55(42(9)10)75-62(88)56(70-19)45(14)37-96-38-54(84)82-32-30-71-31-33-82/h26,28,39-48,50-53,55-59,70-71,85H,27,29-38H2,1-25H3,(H,72,87)(H,73,86)(H,74,89)(H,75,88)/b28-26+/t44-,45-,46+,47-,48-,50+,51+,52+,53+,55+,56+,57+,58+,59-/m1/s1
InChIKey 
ZINWLWRETZUIDE-UFPMSENESA-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
546427
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)