ID: ALA197655

Max Phase: Preclinical

Molecular Formula: C15H12O3

Molecular Weight: 240.26

Molecule Type: Small molecule

Representations

Synonyms (1): Mansonone F
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC1=COC2=C(C)C(=O)C(=O)c3c(C)ccc1c32

Standard InChI:  InChI=1S/C15H12O3/c1-7-4-5-10-8(2)6-18-15-9(3)13(16)14(17)11(7)12(10)15/h4-6H,1-3H3

Standard InChI Key:  WSRLWSPFIOAYST-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: 240.26

Molecular Weight (Monoisotopic): 240.0786

AlogP: 2.88

#Rotatable Bonds: 0

Polar Surface Area: 43.37

Molecular Species:

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.65

Np Likeness Score: 1.81

References

1. Suh YG, Kim SN, Shin DY, Hyun SS, Lee DS, Min KH, Han SM, Li F, Choi EC, Choi SH..  (2006)  The structure-activity relationships of mansonone F, a potent anti-MRSA sesquiterpenoid quinone: SAR studies on the C6 and C9 analogs.,  16  (1): [PMID:16236511] [10.1016/j.bmcl.2005.09.024]

2. Paulino M, Alvareda EM, Denis PA, Barreiro EJ, Sperandio da Silva GM, Dubin M, Gastellú C, Aguilera S, Tapia O..  (2008)  Studies of trypanocidal (inhibitory) power of naphthoquinones: evaluation of quantum chemical molecular descriptors for structure-activity relationships.,  43  (10): [PMID:18276039] [10.1016/j.ejmech.2007.12.023]

3. Wu WB, Ou JB, Huang ZH, Chen SB, Ou TM, Tan JH, Li D, Shen LL, Huang SL, Gu LQ, Huang ZS..  (2011)  Synthesis and evaluation of mansonone F derivatives as topoisomerase inhibitors.,  46  (8): [PMID:21600681] [10.1016/j.ejmech.2011.04.059]

4. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays