(S)-2-(3-((1r,3S)-1-(5-((1S,2S)-1-amino-2-hydroxypropyl)-1,3,4-oxadiazol-2-yl)-3-(cyanomethyl)cyclobutyl)ureido)-3-hydroxypropanoic acid

ID: ALA5192765

PubChem CID: 148426987

Max Phase: Preclinical

Molecular Formula: C15H22N6O6

Molecular Weight: 382.38

Names and Identifiers

Canonical SMILES:  CC(O)[C@H](N)c1nnc([C@]2(NC(=O)N[C@@H](CO)C(=O)O)C[C@H](CC#N)C2)o1

Standard InChI:  InChI=1S/C15H22N6O6/c1-7(23)10(17)11-20-21-13(27-11)15(4-8(5-15)2-3-16)19-14(26)18-9(6-22)12(24)25/h7-10,22-23H,2,4-6,17H2,1H3,(H,24,25)(H2,18,19,26)/t7?,8-,9-,10-,15-/m0/s1

Standard InChI Key:  LWSKBIOOWYDZLY-LJIPGFBNSA-N

Molfile:  

 
     RDKit          2D

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   -1.5174   -1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462   -2.2484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1891   -1.7751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4406   -0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260   -0.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032   -0.2485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179    0.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0473    0.4696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619    1.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2913    1.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7060    1.9061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7060    0.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0473    1.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179    1.9061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032    1.1879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8695    0.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8695   -0.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    1.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413    1.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0267    2.7695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3184   -1.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5331   -2.7695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9049   -1.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7060   -1.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6902   -0.5809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  4  3  1  0
  5  4  2  0
  1  5  1  0
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  6  7  1  1
  7  8  1  0
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  8 16  2  0
  6 17  1  0
 17 18  1  0
 19 18  1  0
  6 19  1  0
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 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5192765

   ---

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: 382.38

Molecular Weight (Monoisotopic): 382.1601

AlogP: -1.29

#Rotatable Bonds: 8

Polar Surface Area: 207.62

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.25

CX Basic pKa: 6.74

CX LogP: -5.65

CX LogD: -6.29

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: -0.14

References

1. Pan C, Yang H, Lu Y, Hu S, Wu Y, He Q, Dong X..  (2021)  Recent advance of peptide-based molecules and nonpeptidic small-molecules modulating PD-1/PD-L1 protein-protein interaction or targeting PD-L1 protein degradation.,  213  [PMID:33454550] [10.1016/j.ejmech.2021.113170]

Source

Source(1):

• Scientific Literature