cyclo(D)-Pro-(L)-Leu

ID: ALA460767

PubChem CID: 7074740

Max Phase: Preclinical

Molecular Formula: C11H18N2O2

Molecular Weight: 210.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C11H18N2O2/c1-7(2)6-8-11(15)13-5-3-4-9(13)10(14)12-8/h7-9H,3-6H2,1-2H3,(H,12,14)/t8-,9+/m0/s1

Standard InChI Key:  SZJNCZMRZAUNQT-DTWKUNHWSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   17.2225   -6.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2765   -4.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7673   -5.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0517   -5.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0134   -5.8317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7094   -6.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4460   -5.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4842   -5.0666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7859   -4.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1409   -6.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6739   -7.0979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8179   -3.7930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8204   -4.2075    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.8755   -5.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5703   -6.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9110   -5.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  0
  2  3  1  0
  3  1  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  1
  6 11  2  0
  9 12  2  0
  4 13  1  1
 10 14  1  0
 14 15  1  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA460767

   (3S,8AR)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 210.28

Molecular Weight (Monoisotopic): 210.1368

AlogP: 0.52

#Rotatable Bonds: 2

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.47

CX Basic pKa: ┄

CX LogP: 0.45

CX LogD: 0.45

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.72

Np Likeness Score: 1.04

References

1. Fdhila F, Vázquez V, Sánchez JL, Riguera R..  (2003)  dd-diketopiperazines: antibiotics active against Vibrio anguillarum isolated from marine bacteria associated with cultures of Pecten maximus.,  66  (10): [PMID:14575426] [10.1021/np030233e]

Source

Source(1):

• Scientific Literature