Benzyl ent-16-oxobeyeran-19-oate

ID: ALA4875438

PubChem CID: 164627406

Max Phase: Preclinical

Molecular Formula: C27H36O3

Molecular Weight: 408.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@]12CC[C@@H]3[C@@](CC[C@H]4[C@@]3(C)CCC[C@@]4(C)C(=O)OCc3ccccc3)(CC1=O)C2

Standard InChI:  InChI=1S/C27H36O3/c1-24-14-10-21-25(2)12-7-13-26(3,23(29)30-17-19-8-5-4-6-9-19)20(25)11-15-27(21,18-24)16-22(24)28/h4-6,8-9,20-21H,7,10-18H2,1-3H3/t20-,21-,24-,25+,26+,27-/m0/s1

Standard InChI Key:  HOQJPWDEPMKPSG-FIVJYGDRSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   15.3693   -3.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9615   -3.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7787   -3.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6640   -1.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6640   -2.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3693   -1.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0746   -1.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0711   -2.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7732   -3.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4832   -2.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7801   -1.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4867   -1.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1986   -1.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2102   -0.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5036   -0.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7855   -0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3708   -4.4861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5959   -3.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3574   -2.2535    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.7731   -2.2576    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.9230   -0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0673   -1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1887   -2.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9151   -1.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7056   -0.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7802   -5.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3724   -5.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5578   -5.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1500   -6.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5594   -7.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3808   -7.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7849   -6.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  1  3  1  0
  4  5  1  0
  4  6  1  0
  5  1  1  0
  1  8  1  0
  7  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  3 17  1  0
  3 18  2  0
  8 19  1  1
 11 20  1  1
 14 21  1  1
  7 22  1  6
 12 23  1  6
 14 24  1  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875438

   ---

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: 408.58

Molecular Weight (Monoisotopic): 408.2664

AlogP: 6.10

#Rotatable Bonds: 3

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: 6.37

CX LogD: 6.37

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: 2.08

References

1. Zhang H, Liu B, Xu G, Xu C, Ou E, Liu J, Sun X, Zhao Y..  (2021)  Synthesis and in vivo screening of isosteviol derivatives as new cardioprotective agents.,  219  [PMID:33862515] [10.1016/j.ejmech.2021.113396]

2. Li N, Li X, Deng M, Zhu F, Wang Z, Sheng R, Wu W, Guo R..  (2023)  Isosteviol derivatives as protein tyrosine Phosphatase-1B inhibitors: Synthesis, biological evaluation and molecular docking.,  83  [PMID:36963270] [10.1016/j.bmc.2023.117240]

Source

Source(1):

• Scientific Literature