tetraammonium [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[(6-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonatooxy)methyl]oxan-2-yl]oxy}hexyl)oxy]oxan-2-yl]methyl phosphate

ID: ALA406598

Chembl Id: CHEMBL406598

PubChem CID: 44449727

Max Phase: Preclinical

Molecular Formula: C18H48N4O18P2

Molecular Weight: 602.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N.N.N.N.O=P(O)(O)OC[C@H]1O[C@H](OCCCCCCO[C@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C18H36O18P2.4H3N/c19-11-9(7-33-37(25,26)27)35-17(15(23)13(11)21)31-5-3-1-2-4-6-32-18-16(24)14(22)12(20)10(36-18)8-34-38(28,29)30;;;;/h9-24H,1-8H2,(H2,25,26,27)(H2,28,29,30);4*1H3/t9-,10-,11-,12-,13+,14+,15+,16+,17+,18+;;;;/m1..../s1

Standard InChI Key:  HIWNJCJKPSATLK-YITZLVSXSA-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

Calculated Properties

Molecular Weight: 602.42

Molecular Weight (Monoisotopic): 602.1377

AlogP: -3.59

#Rotatable Bonds: 15

Polar Surface Area: 291.82

Molecular Species: ACID

HBA: 14

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.92

CX Basic pKa: ┄

CX LogP: -3.53

CX LogD: -10.60

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.06

Np Likeness Score: 1.05

References

1. Fei X, Connelly CM, MacDonald RG, Berkowitz DB..  (2008)  A set of phosphatase-inert "molecular rulers" to probe for bivalent mannose 6-phosphate ligand-receptor interactions.,  18  (10): [PMID:18068981] [10.1016/j.bmcl.2007.11.094]

Source

Source(1):

• Scientific Literature