ID: ALA5267884

Max Phase: Preclinical

Molecular Formula: C15H20O5

Molecular Weight: 280.32

Names and Identifiers

Canonical SMILES:  CC1C(=O)O[C@@H]2C[C@@H](C)[C@]34O[C@H]3CC(=O)[C@@]4(C)[C@@H](O)[C@H]12

Standard InChI:  InChI=1S/C15H20O5/c1-6-4-8-11(7(2)13(18)19-8)12(17)14(3)9(16)5-10-15(6,14)20-10/h6-8,10-12,17H,4-5H2,1-3H3/t6-,7?,8-,10+,11-,12+,14+,15+/m1/s1

Standard InChI Key:  ISVRZKKTCRNMTR-CAZIRGJMSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -1.1119    0.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4638    1.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3405    0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    0.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3411   -0.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4638   -0.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -0.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5386    0.0865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6827   -0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9457   -1.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776   -1.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233   -0.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3983    0.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9018    0.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371   -1.2608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983   -1.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9457   -1.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776    1.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -1.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2837    0.7927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3411   -1.3677    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    1.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9018    1.6968    0.0000 H   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  6  1  0
  1  7  1  0
  7  6  1  0
  4  8  1  0
  8  9  1  0
 10  9  1  0
  5 10  1  0
  6 11  1  6
  7 12  1  0
 12 13  1  0
 14 13  1  0
  1 14  1  0
 12 15  2  0
  9 16  2  0
 10 17  1  0
  2 18  1  6
  7 19  1  1
  4 20  1  6
  5 21  1  6
 14 22  1  0
  1 22  1  6
 14 23  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA5267884

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 280.32

Molecular Weight (Monoisotopic): 280.1311

AlogP: 0.68

#Rotatable Bonds: ┄

Polar Surface Area: 76.13

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.87

CX LogD: 0.87

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: 3.21

References

1. Gomes AR, Varela CL, Tavares-da-Silva EJ, Roleira FMF..  (2020)  Epoxide containing molecules: A good or a bad drug design approach.,  201  [PMID:32526552] [10.1016/j.ejmech.2020.112327]

Source

Source(1):

• Scientific Literature