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

ID: ALA4873667

PubChem CID: 164620773

Max Phase: Preclinical

Molecular Formula: C33H49N5O8S

Molecular Weight: 675.85

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)CNc1ccc(C)c(C(=O)O)c1

Standard InChI:  InChI=1S/C33H49N5O8S/c1-6-19(4)29(38-30(42)24(34)11-12-28(40)41)32(44)37-26(16-22-8-7-13-47-22)31(43)36-25(14-18(2)3)27(39)17-35-21-10-9-20(5)23(15-21)33(45)46/h7-10,13,15,18-19,24-27,29,35,39H,6,11-12,14,16-17,34H2,1-5H3,(H,36,43)(H,37,44)(H,38,42)(H,40,41)(H,45,46)/t19-,24-,25-,26-,27+,29-/m0/s1

Standard InChI Key:  QYCZMLHIMXMNNY-BITPWIMXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4873667

   ---

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: 675.85

Molecular Weight (Monoisotopic): 675.3302

AlogP: 2.51

#Rotatable Bonds: 20

Polar Surface Area: 220.18

Molecular Species: ACID

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.70

CX Basic pKa: 8.15

CX LogP: -0.06

CX LogD: -2.16

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.10

Np Likeness Score: -0.12

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