dimethyl (1S,2S,4S,5S)-4-(2-aminoethoxy)-5-(((2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)cyclohexane-1,2-dicarboxylate

ID: ALA5290974

Chembl Id: CHEMBL5290974

Max Phase: Preclinical

Molecular Formula: C18H31NO11

Molecular Weight: 437.44

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H]1C[C@H](OCCN)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)C[C@@H]1C(=O)OC

Standard InChI:  InChI=1S/C18H31NO11/c1-26-16(24)8-5-10(28-4-3-19)11(6-9(8)17(25)27-2)29-18-15(23)14(22)13(21)12(7-20)30-18/h8-15,18,20-23H,3-7,19H2,1-2H3/t8-,9-,10-,11-,12+,13+,14-,15-,18-/m0/s1

Standard InChI Key:  KSUVSURJFDVHIZ-JRFCXQANSA-N

Alternative Forms

1. Parent:

   

   ALA5290974

   ---

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: 437.44

Molecular Weight (Monoisotopic): 437.1897

AlogP: -3.11

#Rotatable Bonds: 8

Polar Surface Area: 187.23

Molecular Species: BASE

HBA: 12

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.21

CX Basic pKa: 9.44

CX LogP: -2.98

CX LogD: -4.99

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.24

Np Likeness Score: 1.55

References

1. Cramer J..  (2021)  Medicinal chemistry of the myeloid C-type lectin receptors Mincle, Langerin, and DC-SIGN.,  12  (12.0): [PMID:35024612] [10.1039/D1MD00238D]

Source

Source(1):

• Scientific Literature