MeFSAT | MeFSAT: Medicinal Fungi Secondary metabolites And Therapeutics

Secondary metabolite: 2-[2-Formyl-5-(methoxymethyl)-1h-pyrrol-1-yl]acetic acid

Summary

Molecular formula: C9H11NO4
SMILES: COCc1ccc(n1CC(=O)O)C=O
InChI: InChI=1S/C9H11NO4/c1-14-6-8-3-2-7(5-11)10(8)4-9(12)13/h2-3,5H,4,6H2,1H3,(H,12,13)
InChIKey: ILCIAXGWVYPXEP-UHFFFAOYSA-N

Chemical classification

Kingdom: Organic compounds
Super class: Organic acids and derivatives
Class: Carboxylic acids and derivatives
Sub class: Amino acids, peptides, and analogues

Synonymous chemical names:
2-[2-formyl-5-(methoxymethyl)-1h-pyrrol-1-yl]acetic acid

Chemical structure download

2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT

Physicochemical properties

Property name	Tool	Property value
Molecular weight (g/mol)	RDKit	197.19
Log P	RDKit	0.53
Topological polar surface area (Å²)	RDKit	68.53
Number of hydrogen bond acceptors	RDKit	4
Number of hydrogen bond donors	RDKit	1
Number of carbon atoms	RDKit	9
Number of heavy atoms	RDKit	14
Number of heteroatoms	RDKit	5
Number of nitrogen atoms	RDKit	1
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	0
Stereochemical complexity	RDKit	0
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	6
Number of sp³ hybridized carbon atoms	RDKit	3
Fraction of sp³ hybridized carbon atoms (Fsp³)	RDKit	0.33
Shape complexity	RDKit	0.33
Number of rotatable bonds	SwissADME	5
Number of aliphatic carbocycles	RDKit	0
Number of aliphatic heterocycles	RDKit	0
Number of aliphatic rings	RDKit	0
Number of aromatic carbocycles	RDKit	0
Number of aromatic heterocycles	RDKit	1
Number of aromatic rings	RDKit	1
Total number of rings	RDKit	1
Number of saturated carbocycles	RDKit	0
Number of saturated heterocycles	RDKit	0
Number of saturated rings	RDKit	0
Number of Smallest Set of Smallest Rings (SSSR)	RDKit	1

Drug-likeness properties

Property name	Tool	Property 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	0
Ghose filter	RDKit	Passed
Veber filter	RDKit	Good
Pfizer’s 3/75 filter	RDKit	Bad
GSK 4/400 filter	RDKit	Good
Number of Leadlikeness violations	SwissADME	1
Weighted quantitative estimate of drug-likeness (QEDw) score	RDKit	0.7

ADMET properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.85
Solubility class [ESOL]	SwissADME	Very soluble
Solubility class [Silicos-IT]	SwissADME	Soluble
Blood Brain Barrier permeation	SwissADME	No
Gastrointestinal absorption	SwissADME	High
Log K_p (Skin permeation, cm/s)	SwissADME	-7.62
Number of PAINS structural alerts	SwissADME	0
Number of Brenk structural alerts	SwissADME	1
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