polyozellin

ID: ALA458248

Chembl Id: CHEMBL458248

PubChem CID: 382514

Max Phase: Preclinical

Molecular Formula: C22H14O10

Molecular Weight: 438.34

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Polyozellin | CHEMBL458248|SCHEMBL2454411|DTXSID30327611|CHEBI:220933|BDBM50269566|NSC670123|NCI60_024584|Q7226724|(12-acetyloxy-6,7,16,17-tetrahydroxy-10,20-dioxapentacyclo[11.7.0.03,11.04,9.014,19]icosa-1,3(11),4,6,8,12,14,16,18-nonaen-2-yl) acetate

Canonical SMILES:  CC(=O)Oc1c2oc3cc(O)c(O)cc3c2c(OC(C)=O)c2oc3cc(O)c(O)cc3c12

Standard InChI:  InChI=1S/C22H14O10/c1-7(23)29-19-17-9-3-11(25)13(27)5-15(9)32-22(17)20(30-8(2)24)18-10-4-12(26)14(28)6-16(10)31-21(18)19/h3-6,25-28H,1-2H3

Standard InChI Key:  CCNILPFRYYKQOP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA458248

   POLYOZELLIN

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: 438.34

Molecular Weight (Monoisotopic): 438.0587

AlogP: 4.16

#Rotatable Bonds: 2

Polar Surface Area: 159.80

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.80

CX Basic pKa: ┄

CX LogP: 2.33

CX LogD: 2.17

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.18

Np Likeness Score: 0.83

References

1. Song KS, Raskin I..  (2002)  A prolyl endopeptidase-inhibiting benzofuran dimer from Polyozellus multiflex.,  65  (1): [PMID:11809072] [10.1021/np010194b]

2. PubChem BioAssay data set, 

3. Nagasawa I, Kaneko A, Suzuki T, Nishio K, Kinoshita K, Shiro M, Koyama K..  (2014)  Potential anti-angiogenesis effects of p-terphenyl compounds from Polyozellus multiplex.,  77  (4): [PMID:24601669] [10.1021/np401046z]

4. Takahashi S, Kawano T, Nakajima N, Suda Y, Usukhbayar N, Kimura KI, Koshino H..  (2018)  Synthesis of polyozellin, a prolyl oligopeptidase inhibitor, and its structural revision.,  28  (5): [PMID:29429833] [10.1016/j.bmcl.2018.01.054]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays