tetraammonium [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[(8-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonatooxy)methyl]oxan-2-yl]oxy}octyl)oxy]oxan-2-yl]methyl phosphate

ID: ALA261860

Chembl Id: CHEMBL261860

PubChem CID: 44449688

Max Phase: Preclinical

Molecular Formula: C20H52N4O18P2

Molecular Weight: 630.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N.N.N.N.O=P(O)(O)OC[C@H]1O[C@H](OCCCCCCCCO[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/C20H40O18P2.4H3N/c21-13-11(9-35-39(27,28)29)37-19(17(25)15(13)23)33-7-5-3-1-2-4-6-8-34-20-18(26)16(24)14(22)12(38-20)10-36-40(30,31)32;;;;/h11-26H,1-10H2,(H2,27,28,29)(H2,30,31,32);4*1H3/t11-,12-,13-,14-,15+,16+,17+,18+,19+,20+;;;;/m1..../s1

Standard InChI Key:  ANNDXHSTLVWRMH-WCGFAPAMSA-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: 630.47

Molecular Weight (Monoisotopic): 630.1690

AlogP: -2.81

#Rotatable Bonds: 17

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: -2.64

CX LogD: -9.71

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.06

Np Likeness Score: 0.99

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