ID: ALA3215413

Max Phase: Preclinical

Molecular Formula: C28H29NO9

Molecular Weight: 523.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(N[C@@H](Cc1ccccc1)C(=O)O)c1ccc(-c2ccccc2O[C@H]2O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]2O)cc1

Standard InChI:  InChI=1S/C28H29NO9/c30-15-22-23(31)24(32)25(33)28(38-22)37-21-9-5-4-8-19(21)17-10-12-18(13-11-17)26(34)29-20(27(35)36)14-16-6-2-1-3-7-16/h1-13,20,22-25,28,30-33H,14-15H2,(H,29,34)(H,35,36)/t20-,22+,23+,24+,25-,28-/m0/s1

Standard InChI Key:  BFIQZSLRJQAAJO-NIEVDLRDSA-N

Molecule Features

Natural Product: No

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: 523.54

Molecular Weight (Monoisotopic): 523.1842

AlogP: 0.96

#Rotatable Bonds: 9

Polar Surface Area: 165.78

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.79

CX Basic pKa:

CX LogP: 1.83

CX LogD: -1.44

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.24

Np Likeness Score: 0.71

References

1. Kogan TP, Dupré B, Keller KM, Scott IL, Bui H, Market RV, Beck PJ, Voytus JA, Revelle BM, Scott D..  (1995)  Rational design and synthesis of small molecule, non-oligosaccharide selectin inhibitors: (alpha-D-mannopyranosyloxy)biphenyl-substituted carboxylic acids.,  38  (26): [PMID:8544173] [10.1021/jm00026a004]

Source

Source(1):

• Scientific Literature