Methyl 2-O-(2-nitro-4-chloro)-benzoyl-3-O-toluoyl-beta-D-talopyranoside

ID: ALA5195652

Chembl Id: CHEMBL5195652

PubChem CID: 164513432

Max Phase: Preclinical

Molecular Formula: C22H22ClNO10

Molecular Weight: 495.87

Names and Identifiers

Canonical SMILES:  CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OC(=O)c2ccc(C)cc2)[C@@H]1OC(=O)c1ccc(Cl)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C22H22ClNO10/c1-11-3-5-12(6-4-11)20(27)33-18-17(26)16(10-25)32-22(31-2)19(18)34-21(28)14-8-7-13(23)9-15(14)24(29)30/h3-9,16-19,22,25-26H,10H2,1-2H3/t16-,17+,18+,19+,22-/m1/s1

Standard InChI Key:  FSBFERQGFVBNEJ-NOYKIMNZSA-N

Alternative Forms

1. Parent:

   

   ALA5195652

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 495.87

Molecular Weight (Monoisotopic): 495.0932

AlogP: 2.03

#Rotatable Bonds: 7

Polar Surface Area: 154.66

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.01

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: 0.38

References

1. Bum-Erdene K, Collins PM, Hugo MW, Tarighat SS, Fei F, Kishor C, Leffler H, Nilsson UJ, Groffen J, Grice ID, Heisterkamp N, Blanchard H..  (2022)  Novel Selective Galectin-3 Antagonists Are Cytotoxic to Acute Lymphoblastic Leukemia.,  65  (8.0): [PMID:35427125] [10.1021/acs.jmedchem.1c01296]

Source

Source(1):

• Scientific Literature