methyl (1S,2S,4R,5S)-4,5-dihydroxy-2-(((1R,2S)-2-(((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)carbamoyl)cyclohexyl)carbamoyl)cyclohexane-1-carboxylate

ID: ALA5274423

Max Phase: Preclinical

Molecular Formula: C22H36N2O10

Molecular Weight: 488.53

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H]1C[C@H](O)[C@H](O)C[C@@H]1C(=O)N[C@@H]1CCCC[C@@H]1C(=O)N[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C22H36N2O10/c1-9-16(27)17(28)18(29)21(34-9)24-19(30)10-5-3-4-6-13(10)23-20(31)11-7-14(25)15(26)8-12(11)22(32)33-2/h9-18,21,25-29H,3-8H2,1-2H3,(H,23,31)(H,24,30)/t9-,10-,11-,12-,13+,14+,15-,16+,17+,18-,21+/m0/s1

Standard InChI Key:  QLTCKBWZMPOMBQ-METYLVLHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5274423

   ---

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: 488.53

Molecular Weight (Monoisotopic): 488.2370

AlogP: -2.47

#Rotatable Bonds: 5

Polar Surface Area: 194.88

Molecular Species: NEUTRAL

HBA: 10

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.47

CX Basic pKa: ┄

CX LogP: -2.56

CX LogD: -2.56

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: 0.75

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