2-((S)-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido)-4-methylpentanamido)acetic acid

ID: ALA3251693

Chembl Id: CHEMBL3251693

PubChem CID: 90655733

Max Phase: Preclinical

Molecular Formula: C18H27N3O5

Molecular Weight: 365.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(=O)NCC(=O)O

Standard InChI:  InChI=1S/C18H27N3O5/c1-11(2)8-14(17(25)20-10-15(22)23)21-18(26)16(24)13(19)9-12-6-4-3-5-7-12/h3-7,11,13-14,16,24H,8-10,19H2,1-2H3,(H,20,25)(H,21,26)(H,22,23)/t13-,14+,16+/m1/s1

Standard InChI Key:  YZYINLNFHHFSFG-YCPHGPKFSA-N

Alternative Forms

1. Parent:

   

   ALA3251693

   2-[[(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]-4-methylpentanoyl]amino]acetic acid

2. Alternative Forms:

   

   ALA3251693

   ---

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: 365.43

Molecular Weight (Monoisotopic): 365.1951

AlogP: -0.35

#Rotatable Bonds: 10

Polar Surface Area: 141.75

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.76

CX Basic pKa: 8.35

CX LogP: -2.20

CX LogD: -2.25

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.38

Np Likeness Score: 0.25

References

1. Nishizawa R, Saino T, Takita T, Suda H, Aoyagi T..  (1977)  Synthesis and structure-activity relationships of bestatin analogues, inhibitors of aminopeptidase B.,  20  (4): [PMID:850237] [10.1021/jm00214a010]

Source

Source(1):

• Scientific Literature