Isomasticadienolic acid

ID: ALA5286625

Max Phase: Preclinical

Molecular Formula: C30H48O3

Molecular Weight: 456.71

Names and Identifiers

Canonical SMILES:  C/C(=C/CC[C@H](C)[C@@H]1CC[C@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3)C(=O)O

Standard InChI:  InChI=1S/C30H48O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h10,19,21,24-25,31H,8-9,11-18H2,1-7H3,(H,32,33)/b20-10-/t19-,21-,24-,25-,28+,29-,30+/m0/s1

Standard InChI Key:  KGELVXQPIUKGCO-KXQRDGDESA-N

Molfile:  

 
     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
    1.4608    1.1825    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6496    1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8631    1.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6600    2.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2433    1.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0402    1.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6236    1.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101    0.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.2907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4204    1.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    2.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343    0.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6495   -0.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -0.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0485   -0.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8490   -0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8490   -1.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -1.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -1.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9918   -1.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5800   -2.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4050   -2.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7060   -1.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4204   -1.6968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7060   -0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9918   -0.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775    0.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -0.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633    0.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8489    1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347    0.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0484    1.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -2.1093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
  3 12  1  1
  2 13  1  0
 13 14  1  0
 15 14  1  0
 15 16  1  1
 17 15  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 21 22  1  0
 21 23  1  0
 24 21  1  0
 24 25  1  1
 26 24  1  0
 26 27  1  0
 28 27  1  0
 20 28  1  0
 28 29  1  1
 28 30  1  0
 17 30  2  0
 30 31  1  0
 32 31  1  0
 33 32  1  0
 33  2  1  0
 15 33  1  0
 33 34  1  6
 20 35  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5286625

   ---

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: 456.71

Molecular Weight (Monoisotopic): 456.3603

AlogP: 7.54

#Rotatable Bonds: 5

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.62

CX Basic pKa: ┄

CX LogP: 6.90

CX LogD: 4.19

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: 3.38

References

1. Ghobadi E, Ghanbarimasir Z, Emami S..  (2021)  A review on the structures and biological activities of anti-Helicobacter pylori agents.,  223  [PMID:34218084] [10.1016/j.ejmech.2021.113669]

Source

Source(1):

• Scientific Literature