IMPPAT Phytochemical information: 
N-(3-Carboxy-2,3-dihydroxypropyl)-4-((carboxymethyl)amino)threonine
N-(3-Carboxy-2,3-dihydroxypropyl)-4-((carboxymethyl)amino)threonine
Summary

SMILES: OC(=O)CNC[C@H]([C@@H](C(=O)O)NCC(C(C(=O)O)O)O)O
InChI: InChI=1S/C10H18N2O9/c13-4(1-11-3-6(15)16)7(9(18)19)12-2-5(14)8(17)10(20)21/h4-5,7-8,11-14,17H,1-3H2,(H,15,16)(H,18,19)(H,20,21)/t4-,5?,7+,8?/m1/s1
InChIKey: MTSCMKDFRXDNNA-RCAXORGESA-N
DeepSMILES: OC=O)CNC[C@H][C@@H]C=O)O))NCCCC=O)O))O))O)))))O
Functional groups: CC(=O)O; CNC; CO
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: Aminoacids
Synonymous chemical names:
distichonic acid a
External chemical identifiers:
CID:CID_134774
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
N-(3-Carboxy-2,3-dihydroxypropyl)-4-((carboxymethyl)amino)threonine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 310.26
Log P RDKit -4.13
Topological polar surface area (Å2) RDKit 196.65
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.7
Number of rotatable bonds RDKit 11
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 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
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 0
N-(3-Carboxy-2,3-dihydroxypropyl)-4-((carboxymethyl)amino)threonine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 1
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.184323
N-(3-Carboxy-2,3-dihydroxypropyl)-4-((carboxymethyl)amino)threonine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -14.06
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 Yes