(3S,6R)-3,6-Bis(benzyloxymethyl)piperazine-2,5-dione

ID: ALA4532367

PubChem CID: 13526521

Max Phase: Preclinical

Molecular Formula: C20H22N2O4

Molecular Weight: 354.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1N[C@H](COCc2ccccc2)C(=O)N[C@H]1COCc1ccccc1

Standard InChI:  InChI=1S/C20H22N2O4/c23-19-17(13-25-11-15-7-3-1-4-8-15)21-20(24)18(22-19)14-26-12-16-9-5-2-6-10-16/h1-10,17-18H,11-14H2,(H,21,24)(H,22,23)/t17-,18+

Standard InChI Key:  DEEJCDRDHJVIGO-HDICACEKSA-N

Molfile:  

 
     RDKit          2D

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   14.1192  -27.0292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8245  -27.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5298  -27.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5298  -26.2120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8245  -25.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8245  -24.9821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8245  -28.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2369  -27.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4103  -25.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7038  -26.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9452  -27.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6523  -27.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9949  -25.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2884  -26.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8742  -26.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8762  -27.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5900  -27.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2931  -27.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3606  -27.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0680  -27.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7758  -27.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7775  -26.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0654  -25.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3605  -26.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  5  6  1  0
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  4  9  1  1
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 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532367

   (3R,6S)-3,6-bis(phenylmethoxymethyl)piperazine-2,5-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 354.41

Molecular Weight (Monoisotopic): 354.1580

AlogP: 1.40

#Rotatable Bonds: 8

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.61

CX Basic pKa: ┄

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: 0.11

References

1. Simon G, Bérubé C, Voyer N, Grenier D..  (2019)  Anti-biofilm and anti-adherence properties of novel cyclic dipeptides against oral pathogens.,  27  (12): [PMID:30528685] [10.1016/j.bmc.2018.11.042]

Source

Source(1):

• Scientific Literature