ID: ALA362672

Max Phase: Preclinical

Molecular Formula: C15H14O3

Molecular Weight: 242.27

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CC1=C2OCC(C)c3ccc(C)c(c32)C(=O)C1=O

Standard InChI:  InChI=1S/C15H14O3/c1-7-4-5-10-8(2)6-18-15-9(3)13(16)14(17)11(7)12(10)15/h4-5,8H,6H2,1-3H3

Standard InChI Key:  SYWTYRLIJCHSLJ-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: 242.27

Molecular Weight (Monoisotopic): 242.0943

AlogP: 2.63

#Rotatable Bonds: 0

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

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: 2.88

CX LogD: 2.88

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: 1.98

References

1. Shin DY, Kim SN, Chae JH, Hyun SS, Seo SY, Lee YS, Lee KO, Kim SH, Lee YS, Jeong JM, Choi NS, Suh YG..  (2004)  Syntheses and anti-MRSA activities of the C3 analogs of mansonone F, a potent anti-bacterial sesquiterpenoid: insights into its structural requirements for anti-MRSA activity.,  14  (17): [PMID:15357984] [10.1016/j.bmcl.2004.06.039]

2. Boonsri S, Karalai C, Ponglimanont C, Chantrapromma S, Kanjana-Opas A..  (2008)  Cytotoxic and antibacterial sesquiterpenes from Thespesia populnea.,  71  (7): [PMID:18553924] [10.1021/np800055q]

3. 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]

4. Zhang Y, Liu YB, Li Y, Ma SG, Li L, Qu J, Zhang D, Chen XG, Jiang JD, Yu SS..  (2013)  Sesquiterpenes and alkaloids from the roots of Alangium chinense.,  76  (6): [PMID:23734721] [10.1021/np4000747]

5. Huang ZH, Zhuo ST, Li CY, Xie HT, Li D, Tan JH, Ou TM, Huang ZS, Gu LQ, Huang SL..  (2013)  Design, synthesis and biological evaluation of novel mansonone E derivatives prepared via CuAAC click chemistry as topoisomerase II inhibitors.,  68  [PMID:23968711] [10.1016/j.ejmech.2013.07.011]

6. Hairani R, Mongkol R, Chavasiri W..  (2016)  Allyl and prenyl ethers of mansonone G, new potential semisynthetic antibacterial agents.,  26  (21): [PMID:27680587] [10.1016/j.bmcl.2016.09.044]

Source

Source(1):

• Scientific Literature