Bromovulone III

ID: ALA5285742

Max Phase: Preclinical

Molecular Formula: C21H29BrO4

Molecular Weight: 425.36

Names and Identifiers

Canonical SMILES:  CCCCC/C=C\CC1(O)C=C(Br)C(=O)/C1=C\C=C\CCCC(=O)OC

Standard InChI:  InChI=1S/C21H29BrO4/c1-3-4-5-6-9-12-15-21(25)16-18(22)20(24)17(21)13-10-7-8-11-14-19(23)26-2/h7,9-10,12-13,16,25H,3-6,8,11,14-15H2,1-2H3/b10-7+,12-9-,17-13+

Standard InChI Key:  SEUGRXZAXYVQIH-QVOMYVINSA-N

Molfile:  

 
     RDKit          2D

 26 26  0  0  0  0  0  0  0  0999 V2000
    0.5189   -3.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345   -3.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4178   -2.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043   -1.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876   -1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741   -0.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2120    0.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8372   -0.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6340   -0.1584    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2120    0.9180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7772   -0.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5637    0.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330    0.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4466    1.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434    1.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    2.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2538    2.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673    3.6484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8371    2.2683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340    2.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012   -1.9868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -3.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -3.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -3.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  1  0
  6  7  1  0
  7  8  1  0
  9  8  1  0
 10  9  2  0
  6 10  1  0
  9 11  1  0
  8 12  2  0
  7 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  6 23  1  0
  1 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285742

   ---

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: 425.36

Molecular Weight (Monoisotopic): 424.1249

AlogP: 4.93

#Rotatable Bonds: 11

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.42

CX Basic pKa: ┄

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.22

Np Likeness Score: 2.14

References

1. Ren X, Xie X, Chen B, Liu L, Jiang C, Qian Q..  (2021)  Marine Natural Products: A Potential Source of Anti-hepatocellular Carcinoma Drugs.,  64  (12.0): [PMID:34128674] [10.1021/acs.jmedchem.0c02026]

Source

Source(1):

• Scientific Literature