General
Preferred name
CITRULLINE
Synonyms
L-CITRULLINE ()
CITRULLINE MALATE ()
NSC-27425 ()
Citrulline malate (salt) ()
L-citrulline malate ()
L-citrulline dl-malate ()
Stimol ()
P&D ID
PD010197
CAS
372-75-8
627-77-0
13594-51-9
54940-97-5
Tags
drug candidate
natural product
drug
available
Approved by
FDA
Drug indication
Acute lung injury
Drug Status
nutraceutical
investigational
approved
Max Phase
0.5
Phase 3
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION L-citrulline is a non-essential amino acid. Some mammalian proteins naturally contain citrulline residues (myelin basic protein, some histone proteins and filaggrin). (GtoPdb)
Compound Sets
17
Cayman Chemical Bioactives
35648
ChEMBL Drugs
CHEMBL444814
CHEMBL4297667
Concise Guide to Pharmacology 2017/18
722
Concise Guide to Pharmacology 2019/20
722
Concise Guide to Pharmacology 2021/22
722
Concise Guide to Pharmacology 2023/24
722
Drug Repurposing Hub
DrugBank
DB00155
DrugCentral
3103
DrugCentral Approved Drugs
3103
DrugMAP
DMT4K0Z
Guide to Pharmacology
722
MedChem Express Bioactive Compound Library
HY-N0391
ReFrame library
Selleckchem Bioactive Compound Library
l-citrulline
TargetMol Bioactive Compound Library
T4813
The Spectrum Collection
External IDs
62
Properties
(calculated by RDKit )
Molecular Weight
175.1
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
4
Rotatable Bonds
5
Ring Count
0
Aromatic Ring Count
0
cLogP
-1.15
TPSA
118.44
Fraction CSP3
0.67
Chiral centers
1.0
Largest ring
0.0
QED
0.39
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Metabolism
Metabolic Enzyme/Protease
Target
Endogenous Metabolite
ASS1, DDAH1, DDAH2, GPRC6A, NOS1, NOS2, NOS3, OTC, PADI1, PADI2, PADI3, PADI4, PADI6
Disease Area
cardiology, urology
Indication
hypertension, erectile dysfunction
MOA
nitric oxide stimulant
Source data