LPBNAH

ID: ALA1171814

Chembl Id: CHEMBL1171814

PubChem CID: 49799347

Max Phase: Preclinical

Molecular Formula: C32H53N3O13

Molecular Weight: 687.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC(=O)NCC(C)(C)/[N+]([O-])=C/c1ccc(CNC(=O)[C@H](O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)CO)cc1

Standard InChI:  InChI=1S/C32H53N3O13/c1-4-5-6-7-8-9-23(39)34-18-32(2,3)35(46)15-20-12-10-19(11-13-20)14-33-30(45)27(43)26(42)29(21(38)16-36)48-31-28(44)25(41)24(40)22(17-37)47-31/h10-13,15,21-22,24-29,31,36-38,40-44H,4-9,14,16-18H2,1-3H3,(H,33,45)(H,34,39)/b35-15-/t21-,22+,24-,25-,26-,27+,28+,29+,31-/m0/s1

Standard InChI Key:  VBENGASENJNTTR-GFAYDJLTSA-N

Alternative Forms

1. Parent:

   

   ALA1171814

   N-[2-methyl-1-(octanoylamino)propan-2-yl]-1-[4-[[[(2R,3S,4R,5S)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoyl]amino]methyl]phenyl]methanimine oxide

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: 687.78

Molecular Weight (Monoisotopic): 687.3578

AlogP: -2.25

#Rotatable Bonds: 20

Polar Surface Area: 264.57

Molecular Species: ACID

HBA: 13

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.90

CX Basic pKa: ┄

CX LogP: -4.87

CX LogD: -2.84

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.02

Np Likeness Score: 0.67

References

1. Durand G, Poeggeler B, Böker J, Raynal S, Polidori A, Pappolla MA, Hardeland R, Pucci B..  (2007)  Fine-tuning the amphiphilicity: a crucial parameter in the design of potent alpha-phenyl-N-tert-butylnitrone analogues.,  50  (17): [PMID:17649989] [10.1021/jm0706968]

2. Durand G, Poeggeler B, Ortial S, Polidori A, Villamena FA, Böker J, Hardeland R, Pappolla MA, Pucci B..  (2010)  Amphiphilic amide nitrones: a new class of protective agents acting as modifiers of mitochondrial metabolism.,  53  (13): [PMID:20527971] [10.1021/jm100212x]

Source

Source(1):

• Scientific Literature