ID: ALA447169

Max Phase: Preclinical

Molecular Formula: C19H17NO4

Molecular Weight: 323.35

Molecule Type: Small molecule

Representations

Synonyms (1): 5-Hydroxynoracronycine
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cn1c2c(O)cccc2c(=O)c2c(O)cc3c(c21)C=CC(C)(C)O3

Standard InChI:  InChI=1S/C19H17NO4/c1-19(2)8-7-10-14(24-19)9-13(22)15-17(10)20(3)16-11(18(15)23)5-4-6-12(16)21/h4-9,21-22H,1-3H3

Standard InChI Key:  JZQDCDLYNFZBIG-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: 323.35

Molecular Weight (Monoisotopic): 323.1158

AlogP: 3.29

#Rotatable Bonds: 0

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: 8.74

CX Basic pKa:

CX LogP: 4.07

CX LogD: 4.05

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.62

Np Likeness Score: 2.26

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. Weniger B, Um BH, Valentin A, Estrada A, Lobstein A, Anton R, Maillé M, Sauvain M..  (2001)  Bioactive acridone alkaloids from Swinglea glutinosa.,  64  (9): [PMID:11575960] [10.1021/np0005762]

3. Severino RP, Guido RV, Marques EF, Brömme D, da Silva MF, Fernandes JB, Andricopulo AD, Vieira PC..  (2011)  Acridone alkaloids as potent inhibitors of cathepsin V.,  19  (4): [PMID:21277783] [10.1016/j.bmc.2010.12.056]

4. Lacroix D, Prado S, Kamoga D, Kasenene J, Bodo B..  (2011)  Structure and in vitro antiparasitic activity of constituents of Citropsis articulata root bark.,  74  (10): [PMID:21985060] [10.1021/np2004825]

Source

Source(1):

• Scientific Literature