ID: ALA4099380

Max Phase: Preclinical

Molecular Formula: C28H34N5NaO8

Molecular Weight: 569.62

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CN)O[C@@](OCCCn2cc(-c3ccc(-c4ccccc4)cc3)nn2)(C(=O)[O-])C[C@@H]1O.[Na+]

Standard InChI:  InChI=1S/C28H35N5O8.Na/c1-17(34)30-24-22(35)14-28(27(38)39,41-26(24)25(37)23(36)15-29)40-13-5-12-33-16-21(31-32-33)20-10-8-19(9-11-20)18-6-3-2-4-7-18;/h2-4,6-11,16,22-26,35-37H,5,12-15,29H2,1H3,(H,30,34)(H,38,39);/q;+1/p-1/t22-,23+,24+,25+,26+,28+;/m0./s1

Standard InChI Key:  FCRDYJKYWSDCAY-GWDSEHCUSA-M

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: 569.62

Molecular Weight (Monoisotopic): 569.2486

AlogP: 0.13

#Rotatable Bonds: 12

Polar Surface Area: 202.28

Molecular Species: ZWITTERION

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.02

CX Basic pKa: 9.21

CX LogP: -1.70

CX LogD: -1.71

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.16

Np Likeness Score: -0.05

References

1. 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]

Source

Source(1):

• Scientific Literature