(1S,2R)-N-[1-(3,5-difluorobenzyl)-2-hydroxy-3-(benzylamino)-propyl]-5-methyl-N',N'-dipropylisophthalamide

ID: ALA221086

Chembl Id: CHEMBL221086

PubChem CID: 16109352

Max Phase: Preclinical

Molecular Formula: C32H39F2N3O3

Molecular Weight: 551.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CCC)C(=O)c1cc(C)cc(C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)CNCc2ccccc2)c1

Standard InChI:  InChI=1S/C32H39F2N3O3/c1-4-11-37(12-5-2)32(40)26-14-22(3)13-25(18-26)31(39)36-29(17-24-15-27(33)19-28(34)16-24)30(38)21-35-20-23-9-7-6-8-10-23/h6-10,13-16,18-19,29-30,35,38H,4-5,11-12,17,20-21H2,1-3H3,(H,36,39)/t29-,30+/m0/s1

Standard InChI Key:  BBFRLBGJFFIVOR-XZWHSSHBSA-N

Alternative Forms

1. Parent:

   

   ALA221086

   3-N-[(2S,3R)-4-(benzylamino)-1-(3,5-difluorophenyl)-3-hydroxybutan-2-yl]-5-methyl-1-N,1-N-dipropylbenzene-1,3-dicarboxamide

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: 551.68

Molecular Weight (Monoisotopic): 551.2959

AlogP: 5.03

#Rotatable Bonds: 14

Polar Surface Area: 81.67

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.84

CX LogP: 5.71

CX LogD: 4.26

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.26

Np Likeness Score: -0.94

References

1. Maillard MC, Hom RK, Benson TE, Moon JB, Mamo S, Bienkowski M, Tomasselli AG, Woods DD, Prince DB, Paddock DJ, Emmons TL, Tucker JA, Dappen MS, Brogley L, Thorsett ED, Jewett N, Sinha S, John V..  (2007)  Design, synthesis, and crystal structure of hydroxyethyl secondary amine-based peptidomimetic inhibitors of human beta-secretase.,  50  (4): [PMID:17300163] [10.1021/jm061242y]

Source

Source(1):

• Scientific Literature