(S)-2-((2S,3R)-3-amino-4-cyclohexyl-2-hydroxybutanamido)-4-methylpentanoic acid

ID: ALA3251698

Chembl Id: CHEMBL3251698

PubChem CID: 54394267

Max Phase: Preclinical

Molecular Formula: C16H30N2O4

Molecular Weight: 314.43

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)O

Standard InChI:  InChI=1S/C16H30N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h10-14,19H,3-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1

Standard InChI Key:  VIVDMMPNUGOVRE-RDBSUJKOSA-N

Alternative Forms

1. Parent:

   

   ALA3251698

   (2S)-2-[[(2S,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl]amino]-4-methylpentanoic acid

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: 314.43

Molecular Weight (Monoisotopic): 314.2206

AlogP: 1.26

#Rotatable Bonds: 8

Polar Surface Area: 112.65

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.73

CX Basic pKa: 8.77

CX LogP: -0.63

CX LogD: -0.65

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.54

Np Likeness Score: 0.54

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]

2. Gunaydin H, Bartberger MD..  (2016)  Stacking with No Planarity?,  7  (4): [PMID:27096037] [10.1021/acsmedchemlett.6b00099]

Source

Source(1):

• Scientific Literature