SID85272350

ID: ALA1722838

Chembl Id: CHEMBL1722838

Cas Number: 265652-71-9

PubChem CID: 6479088

Max Phase: Preclinical

Molecular Formula: C26H30O4

Molecular Weight: 406.52

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Xanthoangelol F | Xanthoangelol F|KA6UD18T8H|265652-71-9|UNII-KA6UD18T8H|CHEMBL1722838|(2E)-1-(3-((2E)-3,7-Dimethyl-2,6-octadien-1-yl)-2-hydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one|2-Propen-1-one, 1-(3-((2E)-3,7-dimethyl-2,6-octadien-1-yl)-2-hydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)-, (2E)-|2-Propen-1-one, 1-(3-((2E)-3,7-dimethyl-2,6-octadienyl)-2-hydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)-, (2E)-|3'-Geranyl-2',4-dihydroxy-4'-methoxychalcone|(E)-1-[3-[(2E)-3,7-dimethylocta-2Show More⌵

Canonical SMILES:  COc1ccc(C(=O)/C=C/c2ccc(O)cc2)c(O)c1C/C=C(\C)CCC=C(C)C

Standard InChI:  InChI=1S/C26H30O4/c1-18(2)6-5-7-19(3)8-14-23-25(30-4)17-15-22(26(23)29)24(28)16-11-20-9-12-21(27)13-10-20/h6,8-13,15-17,27,29H,5,7,14H2,1-4H3/b16-11+,19-8+

Standard InChI Key:  XBFSDEKOTLYPJU-SXZUIPJJSA-N

Alternative Forms

1. Parent:

   

   ALA1722838

   XANTHOANGELOL F

Molecule Features

Natural Product: No

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

Calculated Properties

Molecular Weight: 406.52

Molecular Weight (Monoisotopic): 406.2144

AlogP: 6.24

#Rotatable Bonds: 9

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.92

CX Basic pKa: ┄

CX LogP: 7.16

CX LogD: 6.56

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.29

Np Likeness Score: 1.56

References

1. PubChem BioAssay data set, 

2. Park JY, Jeong HJ, Kim YM, Park SJ, Rho MC, Park KH, Ryu YB, Lee WS..  (2011)  Characteristic of alkylated chalcones from Angelica keiskei on influenza virus neuraminidase inhibition.,  21  (18): [PMID:21824777] [10.1016/j.bmcl.2011.06.130]

3. Li JL, Gao LX, Meng FW, Tang CL, Zhang RJ, Li JY, Luo C, Li J, Zhao WM..  (2015)  PTP1B inhibitors from stems of Angelica keiskei (Ashitaba).,  25  (10): [PMID:25891102] [10.1016/j.bmcl.2015.04.003]

4. Mizar P, Arya R, Kim T, Cha S, Ryu KS, Yeo WS, Bae T, Kim DW, Park KH, Kim KK, Lee SS..  (2018)  Total Synthesis of Xanthoangelol B and Its Various Fragments: Toward Inhibition of Virulence Factor Production of Staphylococcus aureus.,  61  (23): [PMID:30388007] [10.1021/acs.jmedchem.8b01012]

5. Liu Y,Liang C,Xin L,Ren X,Tian L,Ju X,Li H,Wang Y,Zhao Q,Liu H,Cao W,Xie X,Zhang D,Wang Y,Jian Y.  (2020)  The development of Coronavirus 3C-Like protease (3CL) inhibitors from 2010 to 2020.,  206  [PMID:32810751] [10.1016/j.ejmech.2020.112711]

6. Dan W, Dai J..  (2020)  Recent developments of chalcones as potential antibacterial agents in medicinal chemistry.,  187  [PMID:31877539] [10.1016/j.ejmech.2019.111980]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays