LPBNAF

ID: ALA1171812

Chembl Id: CHEMBL1171812

PubChem CID: 49799345

Max Phase: Preclinical

Molecular Formula: C33H42F13N3O13

Molecular Weight: 935.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(CNC(=O)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)/[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/C33H42F13N3O13/c1-27(2,13-48-18(53)7-8-28(34,35)29(36,37)30(38,39)31(40,41)32(42,43)33(44,45)46)49(60)10-15-5-3-14(4-6-15)9-47-25(59)22(57)21(56)24(16(52)11-50)62-26-23(58)20(55)19(54)17(12-51)61-26/h3-6,10,16-17,19-24,26,50-52,54-58H,7-9,11-13H2,1-2H3,(H,47,59)(H,48,53)/b49-10-/t16-,17+,19-,20-,21-,22+,23+,24+,26-/m0/s1

Standard InChI Key:  LXVKKUROMJPVFT-DSVYIANZSA-N

Alternative Forms

1. Parent:

   

   ALA1171812

   N-[2-Methyl-1-(3-(perfluorohexyl)propanoylamino)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: 935.68

Molecular Weight (Monoisotopic): 935.2510

AlogP: -0.09

#Rotatable Bonds: 21

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: 1.21

CX Basic pKa: ┄

CX LogP: -3.16

CX LogD: -1.23

Aromatic Rings: 1

Heavy Atoms: 62

QED Weighted: 0.03

Np Likeness Score: 0.43

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