IMPPAT Phytochemical information: 
Speciophylline
Speciophylline
Summary

SMILES: COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@H]1N(C2)CC[C@]21C(=O)Nc1c2cccc1)C
InChI: InChI=1S/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13-,14-,18+,21-/m0/s1
InChIKey: JMIAZDVHNCCPDM-ZUNJVLJPSA-N
DeepSMILES: COC=O)C=CO[C@H][C@H][C@@H]6C[C@H]NC6)CC[C@@]5C=O)Ncc5cccc6))))))))))))))))C
Scaffold Graph/Node/Bond level: O=C1Nc2ccccc2C12CCN1CC3COC=CC3CC12
Scaffold Graph/Node level: OC1NC2CCCCC2C12CCN1CC3COCCC3CC12
Scaffold Graph level: CC1CC2CCCCC2C12CCC1CC3CCCCC3CC12
Functional groups: COC(=O)C(=COC)C; CN(C)C; cNC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indolizidines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Corynanthe type|Simple indole alkaloids
Synonymous chemical names:
Speciophylline, speciophylline, uncarine d
External chemical identifiers:
CID:CID_168985; ChEBI:CHEBI:81204; ZINC:ZINC000006066951; FDASRS:ET6RF2PE1P
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Speciophylline
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 368.43
Log P RDKit 2.06
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
Speciophylline
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 0
Ghose filter RDKit Passed
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 0.768845
Speciophylline
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.40
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