2-methoxy-6-pentadecylcyclohexa-2,5-diene-1,4-dione

ID: ALA4550999

Cas Number: 144078-11-5

PubChem CID: 71345494

Max Phase: Preclinical

Molecular Formula: C22H36O3

Molecular Weight: 348.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCC1=CC(=O)C=C(OC)C1=O

Standard InChI:  InChI=1S/C22H36O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-17-20(23)18-21(25-2)22(19)24/h17-18H,3-16H2,1-2H3

Standard InChI Key:  MQOUTWWGQSEUCT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
    2.4598   -9.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4598  -10.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692  -10.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8786  -10.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8786   -9.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692   -9.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7468   -9.3585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7444   -8.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692   -8.5310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692  -11.8163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -9.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023   -9.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0112   -9.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7218   -9.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4349   -9.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1455   -9.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431  -10.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8538  -11.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8514  -11.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5620  -12.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5596  -13.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8466  -13.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1359  -13.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4229  -13.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7123  -13.0627    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  2  0
  3 10  2  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 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
M  END

Alternative Forms

1. Parent:

   

   ALA4550999

   2-Methoxy-6-pentadecylcyclohexa-2,5-diene-1,4-dione

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: 348.53

Molecular Weight (Monoisotopic): 348.2664

AlogP: 6.08

#Rotatable Bonds: 15

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.24

CX LogD: 7.24

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.27

Np Likeness Score: 1.33

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]

2. Sisa M,Dvorakova M,Temml V,Jarosova V,Vanek T,Landa P.  (2020)  Synthesis, inhibitory activity and in silico docking of dual COX/5-LOX inhibitors with quinone and resorcinol core.,  204  [PMID:32738413] [10.1016/j.ejmech.2020.112620]

Source

Source(1):

• Scientific Literature