IMPPAT Phytochemical information: 
Malonic acid

Malonic acid
Summary

SMILES: OC(=O)CC(=O)O
InChI: InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)
InChIKey: OFOBLEOULBTSOW-UHFFFAOYSA-N
DeepSMILES: OC=O)CC=O)O
Functional groups: CC(=O)O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Dicarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty Acids and Conjugates
NP Classifier Class: Dicarboxylic acids
Synonymous chemical names:
malonic acid
External chemical identifiers:
CID:867; ChEMBL:CHEMBL7942; ChEBI:30794; ZINC:ZINC000000895212; FDASRS:9KX7ZMG0MK; SureChEMBL:SCHEMBL336; MolPort-000-156-711
Chemical structure download


Malonic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit


Malonic acid
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.4649


Malonic acid
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.51
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Malonic acid
Phytochemical - Predicted human target protein associations
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000007516NDUFAB1790
ENSP00000011653CD4800
ENSP00000181383CPB2794
ENSP00000207870XYLB721
ENSP00000226355AFM705
ENSP00000229319LDHB741
ENSP00000234677SARS709
ENSP00000242208INHBA800
ENSP00000243563SNRPA958
ENSP00000247020SDF2942
ENSP00000248958SDF2L1721
ENSP00000252506GADD45G800
ENSP00000256759FST800
ENSP00000262545PCSK2785
ENSP00000262803UPF1800
ENSP00000263645CD81800
ENSP00000264932SDHA807
ENSP00000265404STAP1800
ENSP00000266987TARBP2800
ENSP00000267199VPS33A800
ENSP00000268171FURIN785
ENSP00000270142SOD1800
ENSP00000278412SSRP1755
ENSP00000279027SLC13A3909
ENSP00000288022PDF766
ENSP00000290597ALDH4A1795
ENSP00000293404NAGS773
ENSP00000295897ALB821
ENSP00000299367C2800
ENSP00000300954PCSK4785
ENSP00000301776ASRGL1800
ENSP00000305056PCSK6785
ENSP00000308024PCSK1785
ENSP00000316543RAPH1800
ENSP00000320898RNF168800
ENSP00000321584IMPDH2847
ENSP00000324804PPP2R1A800
ENSP00000324806GSK3B800
ENSP00000325917PCSK7785
ENSP00000332995SETD8752
ENSP00000339435SRR800
ENSP00000340278PARK7800
ENSP00000350941SRC800
ENSP00000355011ILF2819
ENSP00000355084MSRB1820
ENSP00000355518FH719
ENSP00000355865PARK2795
ENSP00000356022SOD2721
ENSP00000356070MAPKAPK2800
ENSP00000356946FCGR3A800
ENSP00000356953SDHC809
ENSP00000357775UROS717
ENSP00000358813TTK800
ENSP00000359339MB21D1794
ENSP00000362249AK1800
ENSP00000364649SDHB827
ENSP00000364699SDHD765
ENSP00000364934CLIC1800
ENSP00000366604SF1800
ENSP00000367440TDP2797
ENSP00000367755CAMKMT800
ENSP00000369100PFKFB3800
ENSP00000369810VPS16800
ENSP00000370373FKBP1B800
ENSP00000371729SACS800
ENSP00000375080PPP2R3B800
ENSP00000377696NIT2800
ENSP00000379138AFP705
ENSP00000383840MMACHC800
ENSP00000387941IFFO2705
ENSP00000392411SLC13A2758
ENSP00000404121ILF3795
ENSP00000407375GPX1800
ENSP00000410076CASP1800
ENSP00000417764ALG2770
ENSP00000418447PPP2CA800
ENSP00000424870SRP19749
ENSP00000437142800
ENSP00000445175LDHA760
ENSP00000446280PCSK5803
ENSP00000455952705
ENSP00000456434765
ENSP00000464149800
ENSP00000472465709
ENSP00000472847SARS2709
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.