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

ID: ALA454474

PubChem CID: 44566903

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-HLTSFMKQSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   10.9226   -5.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9775   -4.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4682   -4.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7532   -4.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7170   -5.2578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4128   -5.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1492   -5.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1855   -4.4915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4853   -4.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8444   -5.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3756   -6.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5201   -3.2191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5235   -3.6329    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5767   -5.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6139   -4.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1417   -6.1417    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8072   -6.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  1  5  1  0
  7 10  1  0
  6 11  2  0
  4  2  1  0
  9 12  2  0
  2  3  1  0
  4 13  1  1
  3  1  1  0
 10 14  1  0
  4  5  1  0
 14 15  1  0
  4  9  1  0
  7 16  1  6
  5  6  1  0
 10 17  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA454474

   (3S,8aR)-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