ID: ALA2269091

Max Phase: Preclinical

Molecular Formula: C18H18O6

Molecular Weight: 330.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(C)O[C@H]2Cc3c(O)cc(O)cc3O[C@@H]2c2cc(O)c(O)cc21

Standard InChI:  InChI=1S/C18H18O6/c1-18(2)11-7-14(22)13(21)5-9(11)17-16(24-18)6-10-12(20)3-8(19)4-15(10)23-17/h3-5,7,16-17,19-22H,6H2,1-2H3/t16-,17+/m0/s1

Standard InChI Key:  QEJAXMORBPLKCL-DLBZAZTESA-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: 330.34

Molecular Weight (Monoisotopic): 330.1103

AlogP: 2.82

#Rotatable Bonds: 0

Polar Surface Area: 99.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.92

CX Basic pKa:

CX LogP: 2.89

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.55

Np Likeness Score: 2.02

References

1. Veluri R, Weir TL, Bais HP, Stermitz FR, Vivanco JM..  (2004)  Phytotoxic and antimicrobial activities of catechin derivatives.,  52  (5): [PMID:14995101] [10.1021/jf040453d]

2. Mizuno M, Nakanishi I, Matsumoto KI, Fukuhara K..  (2017)  Enhanced radical scavenging activity of a procyanidin B3 analogue comprised of a dimer of planar catechin.,  27  (22): [PMID:29054360] [10.1016/j.bmcl.2017.10.007]

3. Mizuno M, Mori K, Misawa T, Takaki T, Demizu Y, Shibanuma M, Fukuhara K..  (2019)  Inhibition of β-amyloid-induced neurotoxicity by planar analogues of procyanidin B3.,  29  (18): [PMID:31371134] [10.1016/j.bmcl.2019.07.038]

4. Simone MI, Wood A, Campkin D, Kiefel MJ, Houston TA..  (2022)  Recent results from non-basic glycosidase inhibitors: How structural diversity can inform general strategies for improving inhibition potency.,  235  [PMID:35367706] [10.1016/j.ejmech.2022.114282]

Source

Source(1):

• Scientific Literature