(2S,3S)-2-[[(1S)-3-amino-1-[3-(1-aminocyclohexyl)-1,2,4-oxadiazol-5-yl]-3-oxo-propyl]carbamoylamino]-3-hydroxy-butanoic acid

ID: ALA5287708

Max Phase: Preclinical

Molecular Formula: C16H26N6O6

Molecular Weight: 398.42

Names and Identifiers

Canonical SMILES:  C[C@H](O)[C@H](NC(=O)N[C@@H](CC(N)=O)c1nc(C2(N)CCCCC2)no1)C(=O)O

Standard InChI:  InChI=1S/C16H26N6O6/c1-8(23)11(13(25)26)20-15(27)19-9(7-10(17)24)12-21-14(22-28-12)16(18)5-3-2-4-6-16/h8-9,11,23H,2-7,18H2,1H3,(H2,17,24)(H,25,26)(H2,19,20,27)/t8-,9-,11-/m0/s1

Standard InChI Key:  BKVQFLAPKHNEQJ-QXEWZRGKSA-N

Molfile:  

 
     RDKit          2D

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   -2.9208    0.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2062    0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526    0.8716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007    0.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131   -0.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200   -0.2840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0759    0.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3363    0.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0759    1.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3363    2.4013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007    1.6871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3363   -0.4555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611   -0.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5735   -1.1697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982   -1.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8105   -1.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6353   -1.8840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982   -2.5982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8105   -0.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    0.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6353   -0.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5735    0.2586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6351    1.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6351    2.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    2.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066    2.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066    1.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
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  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  3  2  0
  5  8  1  0
  8  9  1  6
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  1
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 20 22  1  6
 14 23  2  0
  2 24  1  0
 25 24  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287708

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 398.42

Molecular Weight (Monoisotopic): 398.1914

AlogP: -0.76

#Rotatable Bonds: 8

Polar Surface Area: 206.69

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.50

CX Basic pKa: 7.86

CX LogP: -3.72

CX LogD: -3.83

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.32

Np Likeness Score: -0.39

References

1. Wu C, Cao X, Zhang X..  (2021)  VISTA inhibitors in cancer immunotherapy: a short perspective on recent progresses.,  12  (10.0): [PMID:34778768] [10.1039/D1MD00185J]

Source

Source(1):

• Scientific Literature