ID: ALA510508

Max Phase: Preclinical

Molecular Formula: C30H18O14

Molecular Weight: 602.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  Oc1cc(O)cc(Oc2c(O)cc(O)c3c2Oc2c(O)cc4oc5c(Oc6cc(O)cc(O)c6)c(O)cc(O)c5c4c2O3)c1

Standard InChI:  InChI=1S/C30H18O14/c31-10-1-11(32)4-14(3-10)40-24-17(36)7-16(35)22-23-21(42-28(22)24)9-20(39)25-29(23)43-27-19(38)8-18(37)26(30(27)44-25)41-15-5-12(33)2-13(34)6-15/h1-9,31-39H

Standard InChI Key:  SLWPBUMYPRVYIJ-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: 602.46

Molecular Weight (Monoisotopic): 602.0697

AlogP: 6.42

#Rotatable Bonds: 4

Polar Surface Area: 232.13

Molecular Species: NEUTRAL

HBA: 14

HBD: 9

#RO5 Violations: 4

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 7.04

CX Basic pKa:

CX LogP: 4.45

CX LogD: 3.75

Aromatic Rings: 6

Heavy Atoms: 44

QED Weighted: 0.11

Np Likeness Score: 1.12

References

1. Li Y, Qian ZJ, Ryu B, Lee SH, Kim MM, Kim SK..  (2009)  Chemical components and its antioxidant properties in vitro: an edible marine brown alga, Ecklonia cava.,  17  (5): [PMID:19201199] [10.1016/j.bmc.2009.01.031]

2. Shim SY, Choi JS, Byun DS..  (2009)  Inhibitory effects of phloroglucinol derivatives isolated from Ecklonia stolonifera on Fc(epsilon)RI expression.,  17  (13): [PMID:19443227] [10.1016/j.bmc.2009.04.050]

3. Jung HA, Oh SH, Choi JS..  (2010)  Molecular docking studies of phlorotannins from Eisenia bicyclis with BACE1 inhibitory activity.,  20  (11): [PMID:20462757] [10.1016/j.bmcl.2010.04.093]

4. Park JY, Kim JH, Kwon JM, Kwon HJ, Jeong HJ, Kim YM, Kim D, Lee WS, Ryu YB..  (2013)  Dieckol, a SARS-CoV 3CL(pro) inhibitor, isolated from the edible brown algae Ecklonia cava.,  21  (13): [PMID:23647823] [10.1016/j.bmc.2013.04.026]

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]

Source

Source(1):

• Scientific Literature