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

ID: ALA5280876

Max Phase: Preclinical

Molecular Formula: C15H27N7O6

Molecular Weight: 401.42

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H27N7O6/c1-7(23)11(14(25)26)20-15(27)19-9(6-10(18)24)13-21-12(22-28-13)8(17)4-2-3-5-16/h7-9,11,23H,2-6,16-17H2,1H3,(H2,18,24)(H,25,26)(H2,19,20,27)/t7-,8-,9-,11-/m0/s1

Standard InChI Key:  DYSQQRYSWLRGIQ-KBIXCLLPSA-N

Molfile:  

 
     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.2781   -0.2887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8489   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0954    0.0465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5434   -0.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9558   -1.2807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7627   -1.1092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2812   -0.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936    0.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2812    0.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936    1.5762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5434    0.8620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936   -1.2806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -1.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9307   -1.9948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554   -1.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678   -2.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9925   -2.7091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554   -3.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678   -1.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554   -0.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9925   -1.2806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9307   -0.5664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2783    1.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2783    2.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9925    2.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9925    3.4233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  4  3  1  0
  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  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280876

   ---

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: 401.42

Molecular Weight (Monoisotopic): 401.2023

AlogP: -1.75

#Rotatable Bonds: 12

Polar Surface Area: 232.71

Molecular Species: ZWITTERION

HBA: 9

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.50

CX Basic pKa: 10.21

CX LogP: -5.14

CX LogD: -5.48

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.19

Np Likeness Score: -0.40

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