Aurantiamide acetate

  • GreenMolBD CID : 115
  • Molecular Formula : C27H28N2O4
  • Molecular Weight : 444.531
  • Exact Molecular Mass : 444.205
  • IUPAC Name : [(2S)-2-[[(2R)-2-benzamido-3-phenylpropanoyl]amino]-3-phenylpropyl] acetate
  • InChI : InChI=1S/C27H28N2O4/c1-20(30)33-19-24(17-21-11-5-2-6-12-21)28-27(32)25(18-22-13-7-3-8-14-22)29-26(31)23-15-9-4-10-16-23/h2-16,24-25H,17-19H2,1H3,(H,28,32)(H,29,31)/t24-,25+/m0/s1
  • Canonical SMILES : CC(=O)OCC(CC1=CC=CC=C1)NC(=O)C(CC2=CC=CC=C2)NC(=O)C3=CC=CC=C3
  • Isomeric SMILES : CC(=O)OCC(Cc1ccccc1)NC(=O)C(Cc2ccccc2)NC(=O)c3ccccc3
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

1.3. Alternative Parent

N-acyl-alpha amino acids and derivatives; Hippuric acids and derivatives; Alpha amino acid amides; Amphetamines and derivatives; Benzoyl derivatives; Fatty amides; Secondary carboxylic acid amides; Carboxylic acid esters; Monocarboxylic acids and derivatives; Organopnictogen compounds; Organonitrogen compounds; Organic oxides; Hydrocarbon derivatives; Carbonyl compounds;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

Phenylalanine or derivatives; Hippuric acid or derivatives; N-acyl-alpha amino acid or derivatives; Alpha-amino acid amide; Amphetamine or derivatives; Benzamide; Benzoic acid or derivatives; Benzoyl; Monocyclic benzene moiety; Fatty amide; Fatty acyl; Benzenoid; Carboxylic acid ester; Carboxamide group; Secondary carboxylic acid amide; Monocarboxylic acid or derivatives; Organic oxygen compound; Carbonyl group; Hydrocarbon derivative; Organic oxide; Organic nitrogen compound; Organopnictogen compound; Organonitrogen compound; Organooxygen compound; Aromatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
3.31824 84.5 2 6 33 13 18 18 12.6552 625.452 460.067 0.710735

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-120.873206 5.98 -4.914 -9.53904 -0.28849 4.625

4. Compound Reactivity

1 1 3

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Non-Toxic 6.60434 1724.44 0.14226 None None Mild Degradable 0.000224901 0.105974

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No No Yes Yes Yes

7. Synonyms

Aurantiamide acetate

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Aurantiamide acetate
Abelmoschus esculentus (L.) Moench 4
Abutilon indicum (L.) Sw. Whole Plant 10

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
259320212ZINCSource URLSource DetailZINC13374323Source Record URL
3632103431717 CheMall CorporationSource URLSource DetailBG04382332Source Record URL
318156657ApexBio TechnologySource URLSource DetailN2102Source Record URL