Waltherione E

ID: ALA3342749

Chembl Id: CHEMBL3342749

PubChem CID: 118716645

Max Phase: Preclinical

Molecular Formula: C20H33NO3

Molecular Weight: 335.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC[C@H]1CC[C@@H](OC)c2[nH]c(C)c(OC)c(=O)c21

Standard InChI:  InChI=1S/C20H33NO3/c1-5-6-7-8-9-10-11-15-12-13-16(23-3)18-17(15)19(22)20(24-4)14(2)21-18/h15-16H,5-13H2,1-4H3,(H,21,22)/t15-,16+/m0/s1

Standard InChI Key:  HFYVJDDISIDMQP-JKSUJKDBSA-N

Alternative Forms

1. Parent:

   

   ALA3342749

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 335.49

Molecular Weight (Monoisotopic): 335.2460

AlogP: 5.01

#Rotatable Bonds: 9

Polar Surface Area: 51.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.42

CX Basic pKa:

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: 1.17

References

1. Cretton S, Breant L, Pourrez L, Ambuehl C, Marcourt L, Ebrahimi SN, Hamburger M, Perozzo R, Karimou S, Kaiser M, Cuendet M, Christen P..  (2014)  Antitrypanosomal quinoline alkaloids from the roots of Waltheria indica.,  77  (10): [PMID:25314007] [10.1021/np5006554]

2. Cretton S, Dorsaz S, Azzollini A, Favre-Godal Q, Marcourt L, Ebrahimi SN, Voinesco F, Michellod E, Sanglard D, Gindro K, Wolfender JL, Cuendet M, Christen P..  (2016)  Antifungal Quinoline Alkaloids from Waltheria indica.,  79  (2): [PMID:26848627] [10.1021/acs.jnatprod.5b00896]

3. Liu F, O'Donnell TJ, Park EJ, Kovacs S, Nakamura K, Dave A, Luo Y, Sun R, Wall M, Wongwiwatthananukit S, Silva DK, Williams PG, Pezzuto JM, Chang LC..  (2023)  Anti-inflammatory Quinoline Alkaloids from the Roots of Waltheria indica.,  86  (2.0): [PMID:36746775] [10.1021/acs.jnatprod.2c00861]

Source

Source(1):

• Scientific Literature