Ligand profile

CHEMBL5438587

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03811 — Phosphoribosylglycinamide formyltransferase

Via homolog UniProt P22102 Formula C₂₃H₂₇N₅O₆

pchembl 6.42 ~380.2 nM

Mol. weight 469.50 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5438587
UniProt (similar protein): P22102
pchembl: 6.420 (~380.2 nM)
Target protein: KP13_03811

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 469.50 Da

LogP (Crippen) 1.77

H-bond donors 5

H-bond acceptors 7

TPSA 180.40 Å²

Rotatable bonds 12

Aromatic rings 3 / 3

Heavy atoms 34

Fraction sp³ C 0.35

Formula C₂₃H₂₇N₅O₆

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 180.4
−1 ≤ LogP ≤ 5 1.77

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 469.5
LogP ≤ 5 1.77
H-bond donors ≤ 5 5
H-bond acceptors ≤ 10 7

Veber's rules Fail

Rotatable bonds ≤ 10 12
TPSA ≤ 140 Å² 180.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Nc1nc2ccn(CCCCCc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)c2c(=O)[nH]1

InChI

InChI=1S/C23H27N5O6/c24-23-26-16-11-13-28(19(16)21(32)27-23)12-3-1-2-4-14-5-7-15(8-6-14)20(31)25-17(22(33)34)9-10-18(29)30/h5-8,11,13,17H,1-4,9-10,12H2,(H,25,31)(H,29,30)(H,33,34)(H3,24,26,27,32)/t17-/m0/s1

InChIKey

CCSMRAGPBNANSC-KRWDZBQOSA-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
Curation: pdb_similarity_tanimoto
Binding sites: PF00551

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL5438587 →
UniProt UniProt P22102 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5438587”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03811.

PDB 23

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

Ligand PDB entry

ChEMBL 73

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)