2-O-(2-fluorobenzoyl)maslinic acid

ID: ALA4552920

PubChem CID: 155555960

Max Phase: Preclinical

Molecular Formula: C37H51FO5

Molecular Weight: 594.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](OC(=O)c6ccccc6F)[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C37H51FO5/c1-32(2)16-18-37(31(41)42)19-17-35(6)23(24(37)20-32)12-13-28-34(5)21-26(43-30(40)22-10-8-9-11-25(22)38)29(39)33(3,4)27(34)14-15-36(28,35)7/h8-12,24,26-29,39H,13-21H2,1-7H3,(H,41,42)/t24-,26+,27-,28+,29-,34-,35+,36+,37-/m0/s1

Standard InChI Key:  PNDPZRWXKGUQTO-VCIHGHCBSA-N

Molfile:  

 
     RDKit          2D

 46 51  0  0  0  0  0  0  0  0999 V2000
    5.3943  -17.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898  -16.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5809  -17.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4055  -16.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8694  -11.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2863  -12.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6947  -11.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2882  -15.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2882  -16.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935  -15.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7029  -15.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6994  -16.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1197  -16.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4125  -15.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1194  -15.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1361  -13.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178  -14.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8429  -14.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8292  -15.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5271  -15.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2431  -15.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5545  -13.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2526  -14.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9617  -13.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9873  -13.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5698  -13.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752  -15.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8211  -15.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9549  -14.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5769  -16.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6956  -14.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1112  -14.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9524  -15.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6679  -14.2617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4055  -15.8527    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5475  -14.6517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9857  -15.8568    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8679  -15.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597  -15.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1628  -14.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555  -13.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7473  -14.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7508  -15.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4587  -15.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640  -16.2687    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8688  -16.2641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  6  5  1  0
  7  6  1  0
  8  9  1  0
  8 10  1  0
  9  2  1  0
  2 12  1  0
 11 10  1  0
 11 12  1  0
 11 14  1  0
 12  4  1  0
  4 13  1  0
 13 15  1  0
 14 15  1  0
 14 17  1  0
 15 19  1  0
 18 16  2  0
 16 17  1  0
 18 19  1  0
 18 22  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 22 23  1  0
 22 26  1  0
 23 24  1  0
 24 25  1  0
 25  6  1  0
  6 26  1  0
  8 27  1  6
 19 28  1  6
 23 29  1  1
  9 30  1  1
 11 31  1  1
 15 32  1  1
 29 33  2  0
 29 34  1  0
 14 35  1  6
 22 36  1  1
 12 37  1  6
 27 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 39  1  0
 44 45  1  0
 38 46  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552920

   ---

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: 594.81

Molecular Weight (Monoisotopic): 594.3721

AlogP: 8.21

#Rotatable Bonds: 3

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.74

CX Basic pKa: ┄

CX LogP: 8.16

CX LogD: 5.56

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.27

Np Likeness Score: 2.34

References

1. Serbian I, Siewert B, Al-Harrasi A, Csuk R..  (2019)  2-O-(2-chlorobenzoyl) maslinic acid triggers apoptosis in A2780 human ovarian carcinoma cells.,  180  [PMID:31330447] [10.1016/j.ejmech.2019.07.049]

Source

Source(1):

• Scientific Literature