Benzyl 4-((2S,5S)-5-benzyl-3,6-dioxopiperazin-2-yl)butylcarbamate

ID: ALA4541389

PubChem CID: 155551300

Max Phase: Preclinical

Molecular Formula: C23H27N3O4

Molecular Weight: 409.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCCC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC1=O)OCc1ccccc1

Standard InChI:  InChI=1S/C23H27N3O4/c27-21-19(25-22(28)20(26-21)15-17-9-3-1-4-10-17)13-7-8-14-24-23(29)30-16-18-11-5-2-6-12-18/h1-6,9-12,19-20H,7-8,13-16H2,(H,24,29)(H,25,28)(H,26,27)/t19-,20-/m0/s1

Standard InChI Key:  UHMCEECTPACGCN-PMACEKPBSA-N

Molfile:  

 
     RDKit          2D

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   21.9032  -10.1406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6085  -10.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3138  -10.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3138   -9.3234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6085   -8.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6085   -8.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6085  -11.3623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0209  -10.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.7292  -10.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.4363  -10.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1446  -10.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8517  -10.5543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5600  -10.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2671  -10.5564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5612   -9.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9754  -10.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6825  -10.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6791  -11.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3854  -11.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0946  -11.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0932  -10.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3863  -10.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7795   -8.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0734   -9.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0754  -10.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7893  -10.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4924  -10.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  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
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 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
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 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 12 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541389

   ---

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: 409.49

Molecular Weight (Monoisotopic): 409.2002

AlogP: 2.31

#Rotatable Bonds: 9

Polar Surface Area: 96.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.84

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: 0.22

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