(1S,2S)-N-[1-(3,5-difluorobenzyl)-2-hydroxy-3-(S)-(1-isobutylcarbamoyl-ethylamino)-propyl]-N',N'-dipropyl-isophthalamide

ID: ALA375540

Chembl Id: CHEMBL375540

PubChem CID: 16109345

Max Phase: Preclinical

Molecular Formula: C31H44F2N4O4

Molecular Weight: 574.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CCC)C(=O)c1cccc(C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)CN[C@@H](C)C(=O)NCC(C)C)c1

Standard InChI:  InChI=1S/C31H44F2N4O4/c1-6-11-37(12-7-2)31(41)24-10-8-9-23(16-24)30(40)36-27(15-22-13-25(32)17-26(33)14-22)28(38)19-34-21(5)29(39)35-18-20(3)4/h8-10,13-14,16-17,20-21,27-28,34,38H,6-7,11-12,15,18-19H2,1-5H3,(H,35,39)(H,36,40)/t21-,27-,28+/m0/s1

Standard InChI Key:  SRFCEZYLYMKEJM-YNOBPPCASA-N

Alternative Forms

1. Parent:

   

   ALA375540

   3-N-[(2S,3R)-1-(3,5-difluorophenyl)-3-hydroxy-4-{[(1S)-1-[(2-methylpropyl)carbamoyl]ethyl]amino}butan-2-yl]-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: 574.71

Molecular Weight (Monoisotopic): 574.3331

AlogP: 3.68

#Rotatable Bonds: 16

Polar Surface Area: 110.77

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.99

CX Basic pKa: 8.35

CX LogP: 4.18

CX LogD: 3.18

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.24

Np Likeness Score: -0.88

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