cyclo(L)-Pro-(D)-Ile

ID: ALA449821

PubChem CID: 26316340

Max Phase: Preclinical

Molecular Formula: C11H18N2O2

Molecular Weight: 210.28

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H18N2O2/c1-3-7(2)9-11(15)13-6-4-5-8(13)10(14)12-9/h7-9H,3-6H2,1-2H3,(H,12,14)/t7-,8+,9-/m1/s1

Standard InChI Key:  ZDACRNZBFJOLTC-HRDYMLBCSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    5.9944  -11.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0484  -10.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5392  -11.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8237  -10.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7855  -11.4779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4814  -11.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2181  -11.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2563  -10.7128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5579  -10.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9130  -11.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4459  -12.7442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5899   -9.4391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5924   -9.8536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6476  -11.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3426  -12.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8735  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2125  -12.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  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  0
  6 11  2  0
  9 12  2  0
  4 13  1  6
 10 14  1  0
 14 15  1  0
 10 16  1  1
  1  5  1  0
  7 17  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA449821

   (3R,8aS)-3-[(2R)-butan-2-yl]-2,3,6,7,8,8a-hexahydropyrrolo[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: 11.43

CX Basic pKa: ┄

CX LogP: 0.53

CX LogD: 0.53

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.72

Np Likeness Score: 1.47

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