cyclo(D)-Pro-(D)-Val

ID: ALA460243

Cas Number: 22155-59-5

PubChem CID: 6545869

Max Phase: Preclinical

Molecular Formula: C10H16N2O2

Molecular Weight: 196.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H16N2O2/c1-6(2)8-10(14)12-5-3-4-7(12)9(13)11-8/h6-8H,3-5H2,1-2H3,(H,11,13)/t7-,8-/m1/s1

Standard InChI Key:  XLUAWXQORJEMBD-HTQZYQBOSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -0.6066    0.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517    1.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2240    1.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1878    0.3297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835   -0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6200    0.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6562    1.0959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560    1.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151   -0.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8464   -0.9377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9909    2.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057    1.9545    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0474    0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780   -1.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  9  1  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
 10 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA460243

   cyclo(D)-Pro-(D)-Val

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: 196.25

Molecular Weight (Monoisotopic): 196.1212

AlogP: 0.13

#Rotatable Bonds: 1

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: 11.37

CX Basic pKa: ┄

CX LogP: 0.09

CX LogD: 0.09

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.65

Np Likeness Score: 1.27

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