tetraammonium [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[(12-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonatooxy)methyl]oxan-2-yl]oxy}dodecyl)oxy]oxan-2-yl]methyl phosphate

ID: ALA260987

Chembl Id: CHEMBL260987

PubChem CID: 44449622

Max Phase: Preclinical

Molecular Formula: C24H60N4O18P2

Molecular Weight: 686.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N.N.N.N.O=P(O)(O)OC[C@H]1O[C@H](OCCCCCCCCCCCCO[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/C24H48O18P2.4H3N/c25-17-15(13-39-43(31,32)33)41-23(21(29)19(17)27)37-11-9-7-5-3-1-2-4-6-8-10-12-38-24-22(30)20(28)18(26)16(42-24)14-40-44(34,35)36;;;;/h15-30H,1-14H2,(H2,31,32,33)(H2,34,35,36);4*1H3/t15-,16-,17-,18-,19+,20+,21+,22+,23+,24+;;;;/m1..../s1

Standard InChI Key:  UTPPSMKZOSQRIN-LUDPBEHPSA-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: 686.58

Molecular Weight (Monoisotopic): 686.2316

AlogP: -1.25

#Rotatable Bonds: 21

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: -0.86

CX LogD: -7.93

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.05

Np Likeness Score: 0.90

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