N-((2S,3S,4S,5R,6S)-2-(chloromethyl)-6-((2S,3S,4R,5S)-1,4-diamino-2,5,6-trihydroxyhexan-3-yloxy)-4,5-dihydroxytetrahydro-2H-pyran-3-yl)propionamide

ID: ALA3248590

Chembl Id: CHEMBL3248590

PubChem CID: 90673359

Max Phase: Preclinical

Molecular Formula: C15H30ClN3O8

Molecular Weight: 415.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=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]1CCl

Standard InChI:  InChI=1S/C15H30ClN3O8/c1-2-9(23)19-11-8(3-16)26-15(13(25)12(11)24)27-14(6(21)4-17)10(18)7(22)5-20/h6-8,10-15,20-22,24-25H,2-5,17-18H2,1H3,(H,19,23)/t6-,7+,8+,10+,11+,12-,13+,14+,15+/m0/s1

Standard InChI Key:  YOVUAXXECMMVDV-KLIZIYMWSA-N

Alternative Forms

1. Parent:

   

   ALA3248590

   N-[(2S,3S,4S,5R,6S)-2-(chloromethyl)-6-[(2S,3S,4R,5S)-1,4-diamino-2,5,6-trihydroxyhexan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]propanamide

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: 415.87

Molecular Weight (Monoisotopic): 415.1721

AlogP: -4.05

#Rotatable Bonds: 10

Polar Surface Area: 200.75

Molecular Species: BASE

HBA: 10

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.24

CX Basic pKa: 9.51

CX LogP: -3.95

CX LogD: -7.12

Aromatic Rings: 0

Heavy Atoms: 27

QED Weighted: 0.16

Np Likeness Score: 1.13

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