ID: ALA508186

Max Phase: Preclinical

Molecular Formula: C20H21NO4

Molecular Weight: 339.39

Molecule Type: Small molecule

Representations

Synonyms (1): glycocitrine I
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(O)c2c(=O)c3cccc(O)c3n(C)c2c1CC=C(C)C

Standard InChI:  InChI=1S/C20H21NO4/c1-11(2)8-9-12-16(25-4)10-15(23)17-19(12)21(3)18-13(20(17)24)6-5-7-14(18)22/h5-8,10,22-23H,9H2,1-4H3

Standard InChI Key:  ICOVYJLPIYGGGL-UHFFFAOYSA-N

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

Properties

Molecular Weight: 339.39

Molecular Weight (Monoisotopic): 339.1471

AlogP: 3.62

#Rotatable Bonds: 3

Polar Surface Area: 71.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.65

CX Basic pKa:

CX LogP: 4.74

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: 1.76

References

1. Kawaii S, Tomono Y, Katase E, Ogawa K, Yano M, Takemura Y, Ju-ichi M, Ito C, Furukawa H..  (1999)  The antiproliferative effect of acridone alkaloids on several cancer cell lines.,  62  (4): [PMID:10217715] [10.1021/np980504z]

2. Chang FR, Li PS, Huang Liu R, Hu HC, Hwang TL, Lee JC, Chen SL, Wu YC, Cheng YB..  (2018)  Bioactive Phenolic Components from the Twigs of Atalantia buxifolia.,  81  (7): [PMID:29975532] [10.1021/acs.jnatprod.7b00938]

Source

Source(1):

• Scientific Literature