IMPPAT Phytochemical information: 
Saropeptate
Saropeptate
Summary

SMILES: CC(=O)OC[C@@H](N(C(=O)c1ccccc1)[C@H](C(=O)N)Cc1ccccc1)Cc1ccccc1
InChI: InChI=1S/C27H28N2O4/c1-20(30)33-19-24(17-21-11-5-2-6-12-21)29(27(32)23-15-9-4-10-16-23)25(26(28)31)18-22-13-7-3-8-14-22/h2-16,24-25H,17-19H2,1H3,(H2,28,31)/t24-,25-/m0/s1
InChIKey: KSZFGHXIMTUCKY-DQEYMECFSA-N
DeepSMILES: CC=O)OC[C@@H]NC=O)cccccc6)))))))[C@H]C=O)N))Ccccccc6)))))))))Ccccccc6
Scaffold Graph/Node/Bond level: O=C(c1ccccc1)N(CCc1ccccc1)CCc1ccccc1
Scaffold Graph/Node level: OC(C1CCCCC1)N(CCC1CCCCC1)CCC1CCCCC1
Scaffold Graph level: CC(C1CCCCC1)C(CCC1CCCCC1)CCC1CCCCC1
Functional groups: COC(C)=O; cC(=O)N(C)C; CC(N)=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|Small peptides
NP Classifier Class: Dipeptides|Simple amide alkaloids
Synonymous chemical names:
saropeptate, Saropeptate
External chemical identifiers:
CID:CID_101617523
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Saropeptate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 444.53
Log P RDKit 3.4
Topological polar surface area (Å2) RDKit 89.7
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 21
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.22
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Saropeptate
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.485516
Saropeptate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.01
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes