ID: ALA596396

Max Phase: Preclinical

Molecular Formula: C13H11NO2

Molecular Weight: 213.24

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1=Cc2nc(C)cc3cc(O)cc(c23)O1

Standard InChI:  InChI=1S/C13H11NO2/c1-7-3-9-5-10(15)6-12-13(9)11(14-7)4-8(2)16-12/h3-6,15H,1-2H3

Standard InChI Key:  PEFIRMBVFBVVGZ-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: 213.24

Molecular Weight (Monoisotopic): 213.0790

AlogP: 3.00

#Rotatable Bonds: 0

Polar Surface Area: 42.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.64

CX Basic pKa: 6.39

CX LogP: 1.86

CX LogD: 1.78

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.73

Np Likeness Score: 1.19

References

1. Morita H, Tomizawa Y, Deguchi J, Ishikawa T, Arai H, Zaima K, Hosoya T, Hirasawa Y, Matsumoto T, Kamata K, Ekasari W, Widyawaruyanti A, Wahyuni TS, Zaini NC, Honda T..  (2009)  Synthesis and structure-activity relationships of cassiarin A as potential antimalarials with vasorelaxant activity.,  17  (24): [PMID:19892554] [10.1016/j.bmc.2009.10.013]

2. Oshimi S, Deguchi J, Hirasawa Y, Ekasari W, Widyawaruyanti A, Wahyuni TS, Zaini NC, Shirota O, Morita H..  (2009)  Cassiarins C-E, antiplasmodial alkaloids from the flowers of Cassia siamea.,  72  (10): [PMID:19754128] [10.1021/np9004213]

3. Luesakul U, Palaga T, Krusong K, Ngamrojanavanich N, Vilaivan T, Puthong S, Muangsin N..  (2014)  Synthesis, cytotoxicity, DNA binding and topoisomerase II inhibition of cassiarin A derivatives.,  24  (13): [PMID:24835201] [10.1016/j.bmcl.2014.04.107]

Source

Source(1):

• Scientific Literature