(2S,3R,4S,5S)-3,6-diamino-4-((2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-(propylamino)tetrahydro-2H-pyran-2-yloxy)hexane-1,2,5-triol

ID: ALA3248598

Chembl Id: CHEMBL3248598

PubChem CID: 90673360

Max Phase: Preclinical

Molecular Formula: C15H33N3O8

Molecular Weight: 383.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN[C@H]1[C@H](O)[C@@H](O)[C@@H](O[C@@H]([C@H](N)[C@H](O)CO)[C@@H](O)CN)O[C@@H]1CO

Standard InChI:  InChI=1S/C15H33N3O8/c1-2-3-18-11-9(6-20)25-15(13(24)12(11)23)26-14(7(21)4-16)10(17)8(22)5-19/h7-15,18-24H,2-6,16-17H2,1H3/t7-,8+,9+,10+,11+,12-,13+,14+,15+/m0/s1

Standard InChI Key:  SINAINGDVVIOKE-HCKMQARVSA-N

Alternative Forms

1. Parent:

   

   ALA3248598

   (2S,3R,4S,5S)-3,6-diamino-4-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-(propylamino)oxan-2-yl]oxyhexane-1,2,5-triol

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: 383.44

Molecular Weight (Monoisotopic): 383.2268

AlogP: -4.82

#Rotatable Bonds: 11

Polar Surface Area: 203.91

Molecular Species: BASE

HBA: 11

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.33

CX Basic pKa: 9.51

CX LogP: -4.51

CX LogD: -9.03

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.17

Np Likeness Score: 1.54

References

1. Ponpipom MM, Bugianesi RL, Shen TY..  (1978)  Chemical modification of 1,4-diamino-1,4-dideoxy-3-O-(4-deoxy-4-propionamido-alpha-D-glucopyranosyl)-D-glucitol.,  21  (2): [PMID:621719] [10.1021/jm00200a016]

Source

Source(1):

• Scientific Literature