IMPPAT Phytochemical information: 
Trans-4-methoxy-1-methyl-l-proline; trans-n-methyl-4-methoxyproline
Trans-4-methoxy-1-methyl-l-proline; trans-n-methyl-4-methoxyproline
Summary

SMILES: CO[C@H]1CN([C@@H](C1)C(=O)O)C
InChI: InChI=1S/C7H13NO3/c1-8-4-5(11-2)3-6(8)7(9)10/h5-6H,3-4H2,1-2H3,(H,9,10)/t5-,6+/m1/s1
InChIKey: LCRFCICIBIZKQT-RITPCOANSA-N
DeepSMILES: CO[C@H]CN[C@@H]C5)C=O)O)))C
Scaffold Graph/Node/Bond level: C1CCNC1
Scaffold Graph/Node level: C1CCNC1
Scaffold Graph level: C1CCCC1
Functional groups: COC; CN(C)C; CC(=O)O
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: Alkaloids
NP Classifier Superclass: Ornithine alkaloids
NP Classifier Class: Pyrrolidine alkaloids
Synonymous chemical names:
trans-n-methyl-4-methoxyproline, trans-4-Methoxy-1-methyl-L-proline; trans-N-Methyl-4-methoxyproline
External chemical identifiers:
CID:CID_14704646
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Trans-4-methoxy-1-methyl-l-proline; trans-n-methyl-4-methoxyproline
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 159.19
Log P RDKit -0.21
Topological polar surface area (Å2) RDKit 49.77
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 7
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.86
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1
Trans-4-methoxy-1-methyl-l-proline; trans-n-methyl-4-methoxyproline
Drug-likeness properties
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 2
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 0.605376
Trans-4-methoxy-1-methyl-l-proline; trans-n-methyl-4-methoxyproline
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
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 -8.93
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