ID: ALA181614

Max Phase: Preclinical

Molecular Formula: C13H9NO

Molecular Weight: 195.22

Molecule Type: Small molecule

Representations

Synonyms (1): Onychine
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cc1ccnc2c1C(=O)c1ccccc1-2

Standard InChI:  InChI=1S/C13H9NO/c1-8-6-7-14-12-9-4-2-3-5-10(9)13(15)11(8)12/h2-7H,1H3

Standard InChI Key:  LTVBTVOAUQJJEV-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: 195.22

Molecular Weight (Monoisotopic): 195.0684

AlogP: 2.60

#Rotatable Bonds: 0

Polar Surface Area: 29.96

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.76

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.55

Np Likeness Score: 0.49

References

1. Koyama J, Morita I, Kobayashi N, Osakai T, Usuki Y, Taniguchi M..  (2005)  Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.,  15  (4): [PMID:15686916] [10.1016/j.bmcl.2004.12.059]

2. Konoshima T, Kozuka M, Koyama J, Okatani T, Tagahara K, Tokuda H..  (1989)  Studies on inhibitors of skin tumor promotion, VI. Inhibitory effects of quinones on Epstein-Barr virus activation.,  52  (5): [PMID:2558164] [10.1021/np50065a012]

3. Hufford CD, Liu S, Clark AM, Oguntimein BO..  (1987)  Anticandidal activity of eupolauridine and onychine, alkaloids from Cleistopholis patens.,  50  (5): [PMID:3325614] [10.1021/np50053a037]

4. Kraus GA, Kempema A..  (2010)  Synthesis of azafluorenone antimicrobial agents.,  73  (11): [PMID:20964320] [10.1021/np100536a]

Source

Source(1):

• Scientific Literature