IMPPAT Phytochemical information: 
Conophylline
Conophylline
Summary

SMILES: COC(=O)C1=C2Nc3c([C@@]42[C@@H]2[C@@](C1)(CC)[C@H](O)[C@H]1Oc5c([C@H]1N2CC4)cc1c(c5)NC2=C(C[C@]4([C@H]5[C@@]12CCN5C[C@@H]1[C@H]4O1)CC)C(=O)OC)cc(c(c3OC)OC)O
InChI: InChI=1S/C44H50N4O10/c1-7-41-16-20(37(51)55-5)34-44(23-14-25(49)30(53-3)31(54-4)28(23)46-34)10-12-48(40(41)44)29-19-13-22-24(15-26(19)57-32(29)35(41)50)45-33-21(38(52)56-6)17-42(8-2)36-27(58-36)18-47-11-9-43(22,33)39(42)47/h13-15,27,29,32,35-36,39-40,45-46,49-50H,7-12,16-18H2,1-6H3/t27-,29-,32+,35-,36-,39+,40+,41-,42-,43+,44+/m1/s1
InChIKey: QZRIMAMDGWAHPQ-ATPAGDLWSA-N
DeepSMILES: COC=O)C=CNcc[C@]5[C@@H][C@@]C9)CC))[C@H]O)[C@H]Occ[C@H]5N9CC%12))))cccc6)NC=CC[C@][C@H][C@@]96CCN5C[C@@H][C@H]9O3)))))))))CC))))C=O)OC)))))))))))))))))cccc6OC)))OC)))O
Scaffold Graph/Node/Bond level: C1=C2Nc3cc4c(cc3C23CCN2CC5OC5C(C1)C23)C1C(CC2CC=C3Nc5ccccc5C35CCN1C25)O4
Scaffold Graph/Node level: C1CCC2C(C1)NC1CCC3CC4OC5CC6NC7CCC8C9OC9CN9CCC7(C6CC5C4N4CCC12C34)C89
Scaffold Graph level: C1CCC2C(C1)CC1CCC3CC4CC5CC6CC7CCC8C9CC9CC9CCC7(C6CC5C4C4CCC12C34)C98
Functional groups: cNC(=C(C(=O)OC)C)C; CO; cOC; CN(C)C; C[C@H]1O[C@H]1C; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Aspidospermatan-type alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Aspidosperma type
Synonymous chemical names:
conophylline
External chemical identifiers:
CID:CID_15226696; ChEMBL:CHEMBL506768; ZINC:ZINC000095543572; MolPort-039-052-547
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Conophylline
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 794.9
Log P RDKit 4
Topological polar surface area (Å2) RDKit 163.82
Number of hydrogen bond acceptors RDKit 14
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 44
Number of heavy atoms RDKit 58
Number of heteroatoms RDKit 14
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 18
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 8
Number of aliphatic rings RDKit 10
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 12
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 5
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 12
Conophylline
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.19
Conophylline
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.53
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
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