4-amino-N-[(1R,3S,4R,5S)-5-amino-2-[(3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide

ID: ALA3637935

Chembl Id: CHEMBL3637935

PubChem CID: 46738084

Max Phase: Preclinical

Molecular Formula: C22H43N5O13

Molecular Weight: 585.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCC(O)C(=O)N[C@@H]1C[C@H](N)[C@@H](OC2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)C1OC1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O

Standard InChI:  InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8?,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19?,21?,22?/m0/s1

Standard InChI Key:  LKCWBDHBTVXHDL-SPJYSWOQSA-N

Alternative Forms

1. Parent:

   

   ALA3637935

   4-amino-N-[(1R,3S,4R,5S)-5-amino-2-[(3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide

2. Alternative Forms:

   

   ALA3637935

   4-amino-N-[(1R,3S,4R,5S)-5-amino-2-[(3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide;sulfuric acid

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: 585.61

Molecular Weight (Monoisotopic): 585.2857

AlogP: -8.42

#Rotatable Bonds: 10

Polar Surface Area: 331.94

Molecular Species: BASE

HBA: 17

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.16

CX Basic pKa: 9.61

CX LogP: -8.58

CX LogD: -15.10

Aromatic Rings: 0

Heavy Atoms: 40

QED Weighted: 0.11

Np Likeness Score: 1.58

References

1. MMV Pathogen Box,  [10.6019/CHEMBL3637841]

2. Anna Ehmann. The Australian National University Dept Of Immunology Pathogen Box Compounds Screened,  [10.6019/CHEMBL3987221]

3. Sarink, M; Mykytyn, A; Tielens, A; van Hellemond, J. Naegleria gruberi Pathogen Box compounds screening,  [10.6019/CHEMBL4513101]

Source

Source(1):

• MMV Pathogen Box