3-hydroxy-N-((S)-2-oxotetrahydrofuran-3-yl)butanamide

ID: ALA446873

Cas Number: 1325550-06-8

PubChem CID: 10330086

Max Phase: Preclinical

Molecular Formula: C8H13NO4

Molecular Weight: 187.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(O)CC(=O)N[C@H]1CCOC1=O

Standard InChI:  InChI=1S/C8H13NO4/c1-5(10)4-7(11)9-6-2-3-13-8(6)12/h5-6,10H,2-4H2,1H3,(H,9,11)/t5?,6-/m0/s1

Standard InChI Key:  FIXDIFPJOFIIEC-GDVGLLTNSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   11.5130    1.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9715    1.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2642    1.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1778    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3778    0.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3457    2.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9641    0.7655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6788    1.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3861    1.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0934    1.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8052    1.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6788    0.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0934    0.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  1
  1  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  2  0
  1  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  2  0
 10 13  1  0
  2  8  1  0
  5  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA446873

   3-Hydroxy-C4-HSL

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: 187.19

Molecular Weight (Monoisotopic): 187.0845

AlogP: -0.81

#Rotatable Bonds: 3

Polar Surface Area: 75.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.18

CX Basic pKa: ┄

CX LogP: -1.25

CX LogD: -1.25

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.57

Np Likeness Score: 0.42

References

1. de Nys R, Kumar N, Sharara KA, Srinivasan S, Ball G, Kjelleberg S..  (2001)  A new metabolite from the marine bacterium Vibrio angustum S14.,  64  (4): [PMID:11325243] [10.1021/np000512r]

Source

Source(1):

• Scientific Literature