(S)-4-amino-5-(((2S,3S)-1-(((S)-1-(((2R,3S)-2-hydroxy-5-methyl-1-(phenylamino)hexan-3-yl)amino)-1-oxo-3-(thiophen-2-yl)propan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)amino)-5-oxopentanoic acid

ID: ALA4876495

PubChem CID: 164627995

Max Phase: Preclinical

Molecular Formula: C31H47N5O6S

Molecular Weight: 617.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)N[C@@H](Cc1cccs1)C(=O)N[C@@H](CC(C)C)[C@H](O)CNc1ccccc1

Standard InChI:  InChI=1S/C31H47N5O6S/c1-5-20(4)28(36-29(40)23(32)13-14-27(38)39)31(42)35-25(17-22-12-9-15-43-22)30(41)34-24(16-19(2)3)26(37)18-33-21-10-7-6-8-11-21/h6-12,15,19-20,23-26,28,33,37H,5,13-14,16-18,32H2,1-4H3,(H,34,41)(H,35,42)(H,36,40)(H,38,39)/t20-,23-,24-,25-,26+,28-/m0/s1

Standard InChI Key:  CPKMEWKRROFVKM-RAAIGAAGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4876495

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 617.81

Molecular Weight (Monoisotopic): 617.3247

AlogP: 2.50

#Rotatable Bonds: 19

Polar Surface Area: 182.88

Molecular Species: ACID

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.22

CX Basic pKa: 8.15

CX LogP: 0.36

CX LogD: 0.30

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.13

Np Likeness Score: 0.03

References

1. Kobayashi K, Otani T, Ijiri S, Kawasaki Y, Matsubara H, Miyagi T, Kitajima T, Iseki R, Ishizawa K, Shindo N, Okawa K, Ueda K, Ando S, Kawakita M, Hattori Y, Akaji K..  (2021)  Structure-activity relationship study of hydroxyethylamine isostere and P1' site structure of peptide mimetic BACE1 inhibitors.,  50  [PMID:34700240] [10.1016/j.bmc.2021.116459]

Source

Source(1):

• Scientific Literature