IMPPAT Phytochemical information: 
Nb-Demethylalstophylline Oxindole
Nb-Demethylalstophylline Oxindole
Summary

SMILES: COc1ccc2c(c1)N(C)C(=O)[C@]12C[C@@H]2N[C@H]1C[C@@H]1[C@H]2COC=C1C(=O)C
InChI: InChI=1S/C21H24N2O4/c1-11(24)14-9-27-10-15-13(14)7-19-21(8-17(15)22-19)16-5-4-12(26-3)6-18(16)23(2)20(21)25/h4-6,9,13,15,17,19,22H,7-8,10H2,1-3H3/t13-,15+,17-,19-,21-/m0/s1
InChIKey: SIRGNISPBNTBGI-WSPVJSELSA-N
DeepSMILES: COcccccc6)NC)C=O)[C@@]5C[C@@H]N[C@H]5C[C@@H][C@H]6COC=C6C=O)C
Scaffold Graph/Node/Bond level: O=C1Nc2ccccc2C12CC1NC2CC2C=COCC21
Scaffold Graph/Node level: OC1NC2CCCCC2C12CC1NC2CC2CCOCC21
Scaffold Graph level: CC1CC2CCCCC2C12CC1CC2CC2CCCCC21
Functional groups: cOC; cN(C)C(=O)C; CNC; COC=C(C(C)=O)C
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
Synonymous chemical names:
nb-demethylalstophylline oxindole
External chemical identifiers:
CID:CID_15287083; ChEMBL:CHEMBL2332142; ZINC:ZINC000095586733
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Nb-Demethylalstophylline Oxindole
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 368.43
Log P RDKit 1.78
Topological polar surface area (Å2) RDKit 67.87
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.24
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.52
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Nb-Demethylalstophylline Oxindole
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.86
Nb-Demethylalstophylline Oxindole
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 -8.00
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes