(2R)-1-(3,6-dihydroxy-5-methoxycyclohexa-1,4-dienyl)tridecan-2-yl acetate

ID: ALA4452796

PubChem CID: 155522965

Max Phase: Preclinical

Molecular Formula: C22H38O5

Molecular Weight: 382.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCC[C@H](CC1=CC(O)C=C(OC)C1O)OC(C)=O

Standard InChI:  InChI=1S/C22H38O5/c1-4-5-6-7-8-9-10-11-12-13-20(27-17(2)23)15-18-14-19(24)16-21(26-3)22(18)25/h14,16,19-20,22,24-25H,4-13,15H2,1-3H3/t19?,20-,22?/m1/s1

Standard InChI Key:  OZUWPSXZAKBEHP-SNCIUUNGSA-N

Molfile:  

 
     RDKit          2D

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   19.5548   -3.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2642   -4.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9736   -3.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9736   -2.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2642   -2.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8418   -2.4784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8394   -1.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2642   -1.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2642   -4.9362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6867   -2.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3973   -2.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1062   -2.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3949   -3.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1014   -4.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0990   -4.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8144   -3.7187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8168   -2.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5299   -2.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2405   -2.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2381   -3.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9487   -4.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9463   -4.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6570   -5.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6546   -6.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9415   -6.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2309   -6.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  7  1  0
  7  8  1  0
  6  9  1  0
  3 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  1
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4452796

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 382.54

Molecular Weight (Monoisotopic): 382.2719

AlogP: 4.42

#Rotatable Bonds: 14

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.29

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.26

Np Likeness Score: 1.71

References

1. Xu X, Meng Y, Li L, Xu P, Wang J, Li Z, Bian J..  (2019)  Overview of the Development of Glutaminase Inhibitors: Achievements and Future Directions.,  62  (3): [PMID:30148361] [10.1021/acs.jmedchem.8b00961]

Source

Source(1):

• Scientific Literature