N-((2S,3S,4S,5R,6R)-6-((2S,3S,4R,5S)-1,4-diamino-2,5,6-trihydroxyhexan-3-yloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

ID: ALA3248596

Chembl Id: CHEMBL3248596

Cas Number: 75635-19-7

PubChem CID: 173742

Max Phase: Preclinical

Molecular Formula: C14H29N3O9

Molecular Weight: 383.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[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/C14H29N3O9/c1-5(20)17-10-8(4-19)25-14(12(24)11(10)23)26-13(6(21)2-15)9(16)7(22)3-18/h6-14,18-19,21-24H,2-4,15-16H2,1H3,(H,17,20)/t6-,7+,8+,9+,10+,11-,12+,13+,14+/m0/s1

Standard InChI Key:  UWAJGPKPIKRBHZ-BOPCDOEQSA-N

Alternative Forms

1. Parent:

   

   ALA3248596

   3-O-(4-(Acetylamino)-4-deoxy-alpha-D-glucopyranosyl)-1,4-diamino-1,4-dideoxy-D-glucitol

Molecule Features

Natural Product: Yes

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: 383.40

Molecular Weight (Monoisotopic): 383.1904

AlogP: -5.68

#Rotatable Bonds: 9

Polar Surface Area: 220.98

Molecular Species: BASE

HBA: 11

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.24

CX Basic pKa: 9.51

CX LogP: -6.00

CX LogD: -9.18

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.18

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