(3S,6S)-3-(Benzyloxymethyl)-6-sec-butylpiperazine-2,5-dione

ID: ALA4532197

PubChem CID: 155546296

Max Phase: Preclinical

Molecular Formula: C16H22N2O3

Molecular Weight: 290.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(C)[C@@H]1NC(=O)[C@H](COCc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C16H22N2O3/c1-3-11(2)14-16(20)17-13(15(19)18-14)10-21-9-12-7-5-4-6-8-12/h4-8,11,13-14H,3,9-10H2,1-2H3,(H,17,20)(H,18,19)/t11?,13-,14-/m0/s1

Standard InChI Key:  IBLWZTARSBPLOD-VNXPTHQBSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   13.7148  -22.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7148  -22.8483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4201  -23.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1253  -22.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1253  -22.0311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4201  -21.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4201  -20.8012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4201  -24.0700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8325  -23.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0059  -21.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5408  -22.8504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0035  -20.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2994  -22.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2479  -23.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9562  -22.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6635  -23.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3714  -22.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3730  -22.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6609  -21.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9560  -22.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5905  -21.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  3  8  2  0
  4  9  1  1
  1 10  1  1
  9 11  1  0
 10 12  1  0
 10 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 13 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532197

   ---

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: 290.36

Molecular Weight (Monoisotopic): 290.1630

AlogP: 1.23

#Rotatable Bonds: 6

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.90

CX Basic pKa: ┄

CX LogP: 1.58

CX LogD: 1.58

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: 0.96

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