IMPPAT Phytochemical information: 
Adouetine Z
Adouetine Z
Summary

SMILES: O=C1N/C=C\c2ccc(cc2)O[C@@H]([C@@H](C(=O)N[C@H]1Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N(C)C)Cc1ccccc1)c1ccccc1
InChI: InChI=1S/C42H45N5O5/c1-46(2)36(28-31-15-8-4-9-16-31)42(51)47-26-12-19-35(47)40(49)45-37-38(32-17-10-5-11-18-32)52-33-22-20-29(21-23-33)24-25-43-39(48)34(44-41(37)50)27-30-13-6-3-7-14-30/h3-11,13-18,20-25,34-38H,12,19,26-28H2,1-2H3,(H,43,48)(H,44,50)(H,45,49)/b25-24-/t34-,35-,36-,37-,38+/m0/s1
InChIKey: WQGSMNQYDWWZGF-RLLMKXODSA-N
DeepSMILES: O=CN/C=C\cccccc6))O[C@@H][C@@H]C=O)N[C@H]%14Ccccccc6))))))))))NC=O)[C@@H]CCCN5C=O)[C@@H]NC)C))Ccccccc6)))))))))))))))))cccccc6
Scaffold Graph/Node/Bond level: O=C1NC=Cc2ccc(cc2)OC(c2ccccc2)C(NC(=O)C2CCCN2C(=O)CCc2ccccc2)C(=O)NC1Cc1ccccc1
Scaffold Graph/Node level: OC1NCCC2CCC(CC2)OC(C2CCCCC2)C(NC(O)C2CCCN2C(O)CCC2CCCCC2)C(O)NC1CC1CCCCC1
Scaffold Graph level: CC1CCCC2CCC(CC2)CC(C2CCCCC2)C(CC(C)C2CCCC2C(C)CCC2CCCCC2)C(C)CC1CC1CCCCC1
Functional groups: c/C=C\NC(=O)C; CN(C(C)=O)C; CN(C)C; cOC; CNC(=O)C; CNC(C)=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|Amino acids and Peptides
NP Classifier Superclass: Peptide alkaloids
NP Classifier Class: Ansa peptide alkaloids
Synonymous chemical names:
adouetine z
External chemical identifiers:
CID:CID_5281579; ChEBI:CHEBI:2494; ZINC:ZINC000004098481
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Adouetine Z
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 699.85
Log P RDKit 4.28
Topological polar surface area (Å2) RDKit 120.08
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 42
Number of heavy atoms RDKit 52
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 5
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 30
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.29
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 4
Total number of rings RDKit 7
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 7
Adouetine Z
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 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.240142
Adouetine Z
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.52
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 Yes
P-glycoprotein substrate SwissADME Yes