(R)-1-(5-methoxy-3,6-dioxocyclohexa-1,4-dienyl)tridecan-2-yl acetate

ID: ALA4472618

PubChem CID: 46191017

Max Phase: Preclinical

Molecular Formula: C22H34O5

Molecular Weight: 378.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCC[C@H](CC1=CC(=O)C=C(OC)C1=O)OC(C)=O

Standard InChI:  InChI=1S/C22H34O5/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/h14,16,20H,4-13,15H2,1-3H3/t20-/m1/s1

Standard InChI Key:  JIUGZSYPFREDLG-HXUWFJFHSA-N

Molfile:  

 
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   10.9867   -3.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6961   -4.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6961   -2.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2737   -2.4867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8292   -2.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5381   -2.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8268   -3.7228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5333   -4.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5309   -4.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2463   -3.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2487   -2.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9617   -2.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6724   -2.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.3806   -4.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3782   -4.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0888   -5.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0865   -6.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3734   -6.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6628   -6.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
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  5  6  1  0
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  6  9  2  0
  3 10  2  0
  5 11  1  0
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 12 14  1  1
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 18 19  1  0
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 20 21  1  0
 21 22  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4472618

   (2R)-1-(5-Methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)tridecan-2-yl acetate

Molecule Features

Natural Product: Yes

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: 378.51

Molecular Weight (Monoisotopic): 378.2406

AlogP: 4.84

#Rotatable Bonds: 14

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.40

CX LogD: 5.40

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.25

Np Likeness Score: 1.81

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