(S)-4-amino-5-((2S,3S)-1-((S)-1-((2R,3S,4S)-3-hydroxy-6-methyl-2-(p-tolylamino)heptan-4-ylamino)-1-oxo-3-(thiophen-2-yl)propan-2-ylamino)-3-methyl-1-oxopentan-2-ylamino)-5-oxopentanoic acid

ID: ALA4874674

PubChem CID: 102127475

Max Phase: Preclinical

Molecular Formula: C33H51N5O6S

Molecular Weight: 645.87

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)[C@@H](C)Nc1ccc(C)cc1

Standard InChI:  InChI=1S/C33H51N5O6S/c1-7-21(5)29(38-31(42)25(34)14-15-28(39)40)33(44)37-27(18-24-9-8-16-45-24)32(43)36-26(17-19(2)3)30(41)22(6)35-23-12-10-20(4)11-13-23/h8-13,16,19,21-22,25-27,29-30,35,41H,7,14-15,17-18,34H2,1-6H3,(H,36,43)(H,37,44)(H,38,42)(H,39,40)/t21-,22+,25-,26-,27-,29-,30-/m0/s1

Standard InChI Key:  ODOHXZJJGIWTBG-GENGZILNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4874674

   (4S)-4-amino-5-[[(2S,3S)-1-[[(2S)-1-[[(2R,3S,4S)-3-hydroxy-6-methyl-2-(4-methylanilino)heptan-4-yl]amino]-1-oxo-3-thiophen-2-ylpropan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid

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: 645.87

Molecular Weight (Monoisotopic): 645.3560

AlogP: 3.20

#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: 4.00

CX Basic pKa: 8.15

CX LogP: 1.28

CX LogD: 1.23

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.12

Np Likeness Score: -0.17

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