ID: ALA3764379

Max Phase: Preclinical

Molecular Formula: C23H39NO19

Molecular Weight: 633.55

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@@](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)O[C@@H]3CO)[C@@H]2O)(C(=O)O)C[C@@H]1O

Standard InChI:  InChI=1S/C23H39NO19/c1-6(28)24-11-7(29)2-23(22(37)38,42-18(11)12(31)8(30)3-25)43-19-13(32)9(4-26)40-21(16(19)35)41-17-10(5-27)39-20(36)15(34)14(17)33/h7-21,25-27,29-36H,2-5H2,1H3,(H,24,28)(H,37,38)/t7-,8+,9+,10+,11+,12+,13-,14+,15+,16+,17+,18+,19-,20+,21-,23-/m0/s1

Standard InChI Key:  CILYIEBUXJIHCO-UITFWXMXSA-N

Molecule Features

Natural Product: Yes

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: 633.55

Molecular Weight (Monoisotopic): 633.2116

AlogP: -8.22

#Rotatable Bonds: 11

Polar Surface Area: 335.08

Molecular Species: ACID

HBA: 18

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.84

CX Basic pKa:

CX LogP: -7.11

CX LogD: -10.60

Aromatic Rings: 0

Heavy Atoms: 43

QED Weighted: 0.10

Np Likeness Score: 1.76

References

1. Matsubara T, Onishi A, Yamaguchi D, Sato T..  (2016)  Heptapeptide ligands against receptor-binding sites of influenza hemagglutinin toward anti-influenza therapy.,  24  (5): [PMID:26833245] [10.1016/j.bmc.2016.01.039]

2. Prescher H, Frank M, Gütgemann S, Kuhfeldt E, Schweizer A, Nitschke L, Watzl C, Brossmer R..  (2017)  Design, Synthesis, and Biological Evaluation of Small, High-Affinity Siglec-7 Ligands: Toward Novel Inhibitors of Cancer Immune Evasion.,  60  (3): [PMID:28103033] [10.1021/acs.jmedchem.6b01111]

3. Patel B,Kishor C,Houston TA,Shatz-Azoulay H,Zick Y,Vinik Y,Blanchard H.  (2020)  Rational Design and Synthesis of Methyl-β-d-galactomalonyl Phenyl Esters as Potent Galectin-8N Antagonists.,  63  (20.0): [PMID:32809817] [10.1021/acs.jmedchem.0c00602]

Source

Source(1):

• Scientific Literature