ID: ALA451705

Max Phase: Preclinical

Molecular Formula: C16H15NO5

Molecular Weight: 301.30

Molecule Type: Small molecule

Representations

Synonyms (1): Citrusinine-I
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(O)c2c(=O)c3cccc(O)c3n(C)c2c1OC

Standard InChI:  InChI=1S/C16H15NO5/c1-17-13-8(5-4-6-9(13)18)15(20)12-10(19)7-11(21-2)16(22-3)14(12)17/h4-7,18-19H,1-3H3

Standard InChI Key:  UTEAJHNFBCLZHN-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: 301.30

Molecular Weight (Monoisotopic): 301.0950

AlogP: 2.12

#Rotatable Bonds: 2

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.91

CX Basic pKa:

CX LogP: 2.85

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: 1.38

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. Wu TS, Chen CM, Lin FW..  (2001)  Constituents of the root bark of Severinia buxifolia collected in Hainan.,  64  (8): [PMID:11520222] [10.1021/np0005309]

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]

Source

Source(1):

• Scientific Literature