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

ID: ALA460331

Cas Number: 274680-11-4

PubChem CID: 927566

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-/m1/s1

Standard InChI Key:  SZJNCZMRZAUNQT-RKDXNWHRSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    9.8184    0.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8733    1.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3640    0.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6490    1.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6128    0.4547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3086    0.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0451    0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0813    1.2210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3811    1.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7402   -0.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2715   -0.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4160    2.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4193    2.0796    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4726    0.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1677   -0.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5097    1.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  1  5  1  0
  7 10  1  6
  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
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA460331

   Cyclo(-D-Leu-D-Pro)

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