(2S,3R)-4-methylene-5-oxo-2-propyltetrahydrofuran-3-carboxylic acid

ID: ALA3347571

Cas Number: 778649-18-6

PubChem CID: 10081070

Product Number: B344763, Order Now?

Max Phase: Preclinical

Molecular Formula: C9H12O4

Molecular Weight: 184.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H](CCC)[C@@H]1C(=O)O

Standard InChI:  InChI=1S/C9H12O4/c1-3-4-6-7(8(10)11)5(2)9(12)13-6/h6-7H,2-4H2,1H3,(H,10,11)/t6-,7+/m0/s1

Standard InChI Key:  SRQUTZJZABSZRQ-NKWVEPMBSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   53.8499  -12.5428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   53.3659  -11.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   52.5809  -12.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   52.5799  -12.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   53.3642  -13.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   53.6219  -11.0905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   51.9141  -11.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   51.9118  -13.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   53.6181  -13.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   53.0652  -14.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   53.3191  -15.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   51.1586  -13.1012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   51.9970  -14.2583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  2  6  2  0
  3  7  2  0
  4  8  1  6
  5  9  1  1
  9 10  1  0
 10 11  1  0
  8 12  2  0
  8 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3347571

   Butyrolactone 3

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: 184.19

Molecular Weight (Monoisotopic): 184.0736

AlogP: 0.97

#Rotatable Bonds: 3

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 1.60

CX LogD: -1.48

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.52

Np Likeness Score: 1.76

References

1. Jones P.  (2012)  Development of second generation epigenetic agents,  3  (2): [10.1039/C1MD00199J]

2. Xiong H, Han J, Wang J, Lu W, Wang C, Chen Y, Fulin Lian, Zhang N, Liu YC, Zhang C, Ding H, Jiang H, Lu W, Luo C, Zhou B..  (2018)  Discovery of 1,8-acridinedione derivatives as novel GCN5 inhibitors via high throughput screening.,  151  [PMID:29665527] [10.1016/j.ejmech.2018.02.005]

Source

Source(1):

• Scientific Literature