Waltherione F

ID: ALA3342750

Chembl Id: CHEMBL3342750

PubChem CID: 118716646

Max Phase: Preclinical

Molecular Formula: C20H29NO3

Molecular Weight: 331.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCc1ccc(OC)c2[nH]c(C)c(OC)c(=O)c12

Standard InChI:  InChI=1S/C20H29NO3/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/h12-13H,5-11H2,1-4H3,(H,21,22)

Standard InChI Key:  IJGDGRMCHJUXEN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3342750

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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: 331.46

Molecular Weight (Monoisotopic): 331.2147

AlogP: 4.76

#Rotatable Bonds: 9

Polar Surface Area: 51.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.05

CX Basic pKa:

CX LogP: 5.49

CX LogD: 5.49

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: 0.65

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. Rahim A,Saito Y,Fukuyoshi S,Miyake K,Goto M,Chen CH,Alam G,Lee KH,Nakagawa-Goto K.  (2020)  Paliasanines A-E, 3,4-Methylenedioxyquinoline Alkaloids Fused with a Phenyl-14-oxabicyclo[3.2.1]octane Unit from Melochia umbellata var. deglabrata.,  83  (10.0): [PMID:32946697] [10.1021/acs.jnatprod.0c00454]

Source

Source(1):

• Scientific Literature