ID: ALA4088481

Max Phase: Preclinical

Molecular Formula: C28H33N5Na2O11S

Molecular Weight: 649.68

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C28H35N5O11S.2Na/c1-17(34)30-24-22(35)14-28(27(38)39,44-26(24)25(37)23(36)15-29-45(40,41)42)43-13-5-12-33-16-21(31-32-33)20-10-8-19(9-11-20)18-6-3-2-4-7-18;;/h2-4,6-11,16,22-26,29,35-37H,5,12-15H2,1H3,(H,30,34)(H,38,39)(H,40,41,42);;/q;2*+1/p-2/t22-,23+,24+,25+,26+,28+;;/m0../s1

Standard InChI Key:  QNBFDEQZKOKFKT-XDMMMONNSA-L

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: 649.68

Molecular Weight (Monoisotopic): 649.2054

AlogP: -0.43

#Rotatable Bonds: 14

Polar Surface Area: 242.66

Molecular Species: ACID

HBA: 12

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -1.39

CX Basic pKa:

CX LogP: -1.29

CX LogD: -5.87

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.09

Np Likeness Score: -0.11

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