ID: ALA253257

Max Phase: Preclinical

Molecular Formula: C16H16O5

Molecular Weight: 288.30

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  COc1cc(O)c(C(=O)CCc2ccc(O)cc2)c(O)c1

Standard InChI:  InChI=1S/C16H16O5/c1-21-12-8-14(19)16(15(20)9-12)13(18)7-4-10-2-5-11(17)6-3-10/h2-3,5-6,8-9,17,19-20H,4,7H2,1H3

Standard InChI Key:  UPXIBKPHJYQSGP-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: 288.30

Molecular Weight (Monoisotopic): 288.0998

AlogP: 2.63

#Rotatable Bonds: 5

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.79

CX Basic pKa:

CX LogP: 4.04

CX LogD: 4.02

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: 0.73

References

1. Nowakowska Z..  (2007)  A review of anti-infective and anti-inflammatory chalcones.,  42  (2): [PMID:17112640] [10.1016/j.ejmech.2006.09.019]

2. Orjala J, Wright AD, Behrends H, Folkers G, Sticher O, Rüegger H, Rali T..  (1994)  Cytotoxic and antibacterial dihydrochalcones from Piper aduncum.,  57  (1): [PMID:8158163] [10.1021/np50103a003]

3. Mancini SD, Edwards JM..  (1979)  Cytotoxic principles from the sap of Kalmia latifolia.,  42  (5): [PMID:521818] [10.1021/np50005a008]

4. Li XC, Joshi AS, ElSohly HN, Khan SI, Jacob MR, Zhang Z, Khan IA, Ferreira D, Walker LA, Broedel SE, Raulli RE, Cihlar RL..  (2002)  Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.,  65  (12): [PMID:12502337] [10.1021/np020289t]

5. Yao GM, Ding Y, Zuo JP, Wang HB, Wang YB, Ding BY, Chiu P, Qin GW..  (2005)  Dihydrochalcones from the leaves of Pieris japonica.,  68  (3): [PMID:15787442] [10.1021/np049698a]

Source

Source(1):

• Scientific Literature