beta-D-Mannopyranose Pentakis(2,3,4-trihydroxybenzoate)

ID: ALA4557794

Chembl Id: CHEMBL4557794

PubChem CID: 53339362

Max Phase: Preclinical

Molecular Formula: C41H32O26

Molecular Weight: 940.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(OC[C@H]1O[C@@H](OC(=O)c2ccc(O)c(O)c2O)[C@@H](OC(=O)c2ccc(O)c(O)c2O)[C@@H](OC(=O)c2ccc(O)c(O)c2O)[C@@H]1OC(=O)c1ccc(O)c(O)c1O)c1ccc(O)c(O)c1O

Standard InChI:  InChI=1S/C41H32O26/c42-17-6-1-12(23(47)28(17)52)36(57)62-11-22-33(64-37(58)13-2-7-18(43)29(53)24(13)48)34(65-38(59)14-3-8-19(44)30(54)25(14)49)35(66-39(60)15-4-9-20(45)31(55)26(15)50)41(63-22)67-40(61)16-5-10-21(46)32(56)27(16)51/h1-10,22,33-35,41-56H,11H2/t22-,33-,34+,35+,41+/m1/s1

Standard InChI Key:  OASOWVSDFOIYRU-IUGSOHPGSA-N

Alternative Forms

1. Parent:

   

   ALA4557794

   [(2R,3R,4S,5S,6S)-3,4,5,6-tetrakis[(2,3,4-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 2,3,4-trihydroxybenzoate

Molecule Features

Natural Product: No

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: 940.68

Molecular Weight (Monoisotopic): 940.1182

AlogP: 1.69

#Rotatable Bonds: 11

Polar Surface Area: 444.18

Molecular Species: NEUTRAL

HBA: 26

HBD: 15

#RO5 Violations: 3

HBA (Lipinski): 26

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.94

CX Basic pKa: ┄

CX LogP: 8.24

CX LogD: 8.19

Aromatic Rings: 5

Heavy Atoms: 67

QED Weighted: 0.05

Np Likeness Score: 0.59

References

1. G-Doyagüez E, Carrero P, Madrona A, Rodriguez-Salamanca P, Martínez-Gualda B, Camarasa MJ, Jimeno ML, Bennallack PR, Finnell JG, Tsang TM, Christensen KA, San-Félix A, Rogers MS..  (2019)  Galloyl Carbohydrates with Antiangiogenic Activity Mediated by Capillary Morphogenesis Gene 2 (CMG2) Protein Binding.,  62  (8): [PMID:30964669] [10.1021/acs.jmedchem.8b01988]

Source

Source(1):

• Scientific Literature