6,8-di-(2,3-dihydroxybenzyl)pinocembrin

ID: ALA4434780

Chembl Id: CHEMBL4434780

PubChem CID: 38360861

Max Phase: Preclinical

Molecular Formula: C29H24O8

Molecular Weight: 500.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C[C@@H](c2ccccc2)Oc2c(Cc3cccc(O)c3O)c(O)c(Cc3cccc(O)c3O)c(O)c21

Standard InChI:  InChI=1S/C29H24O8/c30-20-10-4-8-16(25(20)33)12-18-27(35)19(13-17-9-5-11-21(31)26(17)34)29-24(28(18)36)22(32)14-23(37-29)15-6-2-1-3-7-15/h1-11,23,30-31,33-36H,12-14H2/t23-/m0/s1

Standard InChI Key:  WNGIBTXFKBGNIR-QHCPKHFHSA-N

Alternative Forms

1. Parent:

   

   ALA4434780

   (2S)-6,8-bis[(2,3-dihydroxyphenyl)methyl]-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 500.50

Molecular Weight (Monoisotopic): 500.1471

AlogP: 4.81

#Rotatable Bonds: 5

Polar Surface Area: 147.68

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.26

CX Basic pKa:

CX LogP: 6.11

CX LogD: 4.85

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.21

Np Likeness Score: 1.11

References

1.  (2017)  Synaptojanin-2 inhibitors for use in the treatment of cancer, 

2.  (2015)  Synaptojanin-2 inhibitors and uses thereof, 

3. Maeda G, Munissi JJE, Lindblad S, Duffy S, Pelletier J, Avery VM, Nyandoro SS, Erdélyi M..  (2020)  A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis.,  83  (2): [PMID:32067457] [10.1021/acs.jnatprod.9b00721]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data