IMPPAT Phytochemical information: 
N-(Trifluoroacetyl)-L-Ala-L-Phe-OMe
N-(Trifluoroacetyl)-L-Ala-L-Phe-OMe
Summary

SMILES: COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)C(F)(F)F)C
InChI: InChI=1S/C15H17F3N2O4/c1-9(19-14(23)15(16,17)18)12(21)20-11(13(22)24-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3,(H,19,23)(H,20,21)/t9-,11-/m0/s1
InChIKey: MZLFWWZMQCCXJB-ONGXEEELSA-N
DeepSMILES: COC=O)[C@H]Ccccccc6)))))))NC=O)[C@@H]NC=O)CF)F)F))))C
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: COC(C)=O; CNC(C)=O; CC(=O)NC; CF
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
NP Classifier Biosynthetic pathway: Amino acids and Peptides
NP Classifier Superclass: Small peptides
NP Classifier Class: Dipeptides|Tripeptides
Synonymous chemical names:
l-phenylalanine,n-[n-(trifluoroacetyl)-l-alanyl]-,methyl ester
External chemical identifiers:
CID:CID_13751946
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
N-(Trifluoroacetyl)-L-Ala-L-Phe-OMe
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 346.31
Log P RDKit 0.95
Topological polar surface area (Å2) RDKit 84.5
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.13
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
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
N-(Trifluoroacetyl)-L-Ala-L-Phe-OMe
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.75
N-(Trifluoroacetyl)-L-Ala-L-Phe-OMe
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.15
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 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