tetraammonium [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[(10-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonatooxy)methyl]oxan-2-yl]oxy}decyl)oxy]oxan-2-yl]methyl phosphate

ID: ALA448108

Chembl Id: CHEMBL448108

PubChem CID: 44449654

Max Phase: Preclinical

Molecular Formula: C22H56N4O18P2

Molecular Weight: 658.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N.N.N.N.O=P(O)(O)OC[C@H]1O[C@H](OCCCCCCCCCCO[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/C22H44O18P2.4H3N/c23-15-13(11-37-41(29,30)31)39-21(19(27)17(15)25)35-9-7-5-3-1-2-4-6-8-10-36-22-20(28)18(26)16(24)14(40-22)12-38-42(32,33)34;;;;/h13-28H,1-12H2,(H2,29,30,31)(H2,32,33,34);4*1H3/t13-,14-,15-,16-,17+,18+,19+,20+,21+,22+;;;;/m1..../s1

Standard InChI Key:  KOJHCTVCPGHYLY-GNLUPQRZSA-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: 658.52

Molecular Weight (Monoisotopic): 658.2003

AlogP: -2.03

#Rotatable Bonds: 19

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: -1.75

CX LogD: -8.82

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.05

Np Likeness Score: 0.95

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