ID: ALA4070714

Max Phase: Preclinical

Molecular Formula: C30H57NNa2O13P2

Molecular Weight: 703.74

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCC(=O)N[C@H]1[C@@H](OP(=O)([O-])O)O[C@H](CO)[C@@H](OP(=O)([O-])O)[C@@H]1OC(=O)CCCCCCCCCCC.[Na+].[Na+]

Standard InChI:  InChI=1S/C30H59NO13P2.2Na/c1-3-5-7-9-11-13-15-17-19-21-25(33)31-27-29(42-26(34)22-20-18-16-14-12-10-8-6-4-2)28(43-45(35,36)37)24(23-32)41-30(27)44-46(38,39)40;;/h24,27-30,32H,3-23H2,1-2H3,(H,31,33)(H2,35,36,37)(H2,38,39,40);;/q;2*+1/p-2/t24-,27-,28-,29-,30-;;/m1../s1

Standard InChI Key:  LCFVMYQEFVBOJG-IIWAAMSUSA-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: 703.74

Molecular Weight (Monoisotopic): 703.3462

AlogP: 5.53

#Rotatable Bonds: 27

Polar Surface Area: 218.38

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 0.61

CX Basic pKa:

CX LogP: 6.38

CX LogD: -1.11

Aromatic Rings: 0

Heavy Atoms: 46

QED Weighted: 0.04

Np Likeness Score: 0.66

References

1. Facchini FA, Zaffaroni L, Minotti A, Rapisarda S, Calabrese V, Forcella M, Fusi P, Airoldi C, Ciaramelli C, Billod JM, Schromm AB, Braun H, Palmer C, Beyaert R, Lapenta F, Jerala R, Pirianov G, Martin-Santamaria S, Peri F..  (2018)  Structure-Activity Relationship in Monosaccharide-Based Toll-Like Receptor 4 (TLR4) Antagonists.,  61  (7): [PMID:29494148] [10.1021/acs.jmedchem.7b01803]

Source

Source(1):

• Scientific Literature