1-(2,4-Dihydroxy-phenyl)-2-(4-hydroxy-phenyl)-ethanone

ID: ALA193200

Chembl Id: CHEMBL193200

Cas Number: 423150-69-0

PubChem CID: 640096

Max Phase: Preclinical

Molecular Formula: C14H12O4

Molecular Weight: 244.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2,4,4'-Terthydroxydeoxybenzoin | 2,4,4'-Trihydroxydeoxybenzoin | 17720-60-4|1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)ethanone|1-(2,4-Dihydroxy-phenyl)-2-(4-hydroxy-phenyl)-ethanone|1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)ethan-1-one|ethanone, 1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)-|MFCD00498162|423150-69-0|CHEMBL193200|1-(2,4-DIHYDROXY-PHENYL)2 (4-HYDRO XY-PHENYL)-ETHANONE|2,4,4'-Trihydroxydeoxybenzoin|Oprea1_494118|SCHEMBL312243|2,4,4'-terthydroxydeoxybenzoin|2,4,4''-TrihydroxydeoxybeShow More⌵

Canonical SMILES:  O=C(Cc1ccc(O)cc1)c1ccc(O)cc1O

Standard InChI:  InChI=1S/C14H12O4/c15-10-3-1-9(2-4-10)7-13(17)12-6-5-11(16)8-14(12)18/h1-6,8,15-16,18H,7H2

Standard InChI Key:  KLFCJXAPIFIIFR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA193200

   1-(2,4-Dihydroxyphenyl)-2-(4-hydroxyphenyl)ethanone

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

Calculated Properties

Molecular Weight: 244.25

Molecular Weight (Monoisotopic): 244.0736

AlogP: 2.23

#Rotatable Bonds: 3

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.84

CX Basic pKa: ┄

CX LogP: 3.10

CX LogD: 2.97

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.72

Np Likeness Score: 0.41

References

1. Cherkasov A, Shi Z, Fallahi M, Hammond GL..  (2005)  Successful in silico discovery of novel nonsteroidal ligands for human sex hormone binding globulin.,  48  (9): [PMID:15857126] [10.1021/jm049087f]

2. Xiao ZP, Shi DH, Li HQ, Zhang LN, Xu C, Zhu HL..  (2007)  Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease.,  15  (11): [PMID:17400458] [10.1016/j.bmc.2007.03.045]

3. Ng LT, Ko HH, Lu TM..  (2009)  Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.,  17  (13): [PMID:19481947] [10.1016/j.bmc.2009.05.019]

4. Vontzalidou A, Zoidis G, Chaita E, Makropoulou M, Aligiannis N, Lambrinidis G, Mikros E, Skaltsounis AL..  (2012)  Design, synthesis and molecular simulation studies of dihydrostilbene derivatives as potent tyrosinase inhibitors.,  22  (17): [PMID:22835872] [10.1016/j.bmcl.2012.07.029]

5. Cao X, Jiang J, Zhang S, Zhu L, Zou J, Diao Y, Xiao W, Shan L, Sun H, Zhang W, Huang J, Li H..  (2013)  Discovery of natural estrogen receptor modulators with structure-based virtual screening.,  23  (11): [PMID:23608764] [10.1016/j.bmcl.2013.03.105]

6. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data