Ligand profile

CHEMBL5092946

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00813 — Ribonuclease 3

Via homolog UniProt Q15633 Formula C₃₃H₄₂N₄O₈S
Mol. weight 654.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5092946
UniProt (similar protein)
Q15633
Target protein
KP13_00813

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 654.79 Da
LogP (Crippen) 4.24
H-bond donors 3
H-bond acceptors 9
TPSA 144.53 Ų
Rotatable bonds 15
Aromatic rings 2 / 5
Heavy atoms 46
Fraction sp³ C 0.52
Formula C₃₃H₄₂N₄O₈S

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 144.5
  • −1 ≤ LogP ≤ 5 4.24
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 654.8
  • LogP ≤ 5 4.24
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 144.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)c1cc2c(c(OC)c1-c1ccc(N(C)C(=O)CCCCCNC(=O)CCCC[C@@H]3SC[C@@H]4NC(=O)N[C@@H]43)cc1)OCO2
InChI 
InChI=1S/C33H42N4O8S/c1-37(21-14-12-20(13-15-21)28-22(32(40)43-3)17-24-30(31(28)42-2)45-19-44-24)27(39)11-5-4-8-16-34-26(38)10-7-6-9-25-29-23(18-46-25)35-33(41)36-29/h12-15,17,23,25,29H,4-11,16,18-19H2,1-3H3,(H,34,38)(H2,35,36,41)/t23-,25-,29-/m0/s1
InChIKey 
UMHWWVDGYJHWLD-KULFAVDPSA-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
Active
Binding sites
PF00035

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_00813.

PDB 1

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 8

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)