Ent-4-amino-15-beta-hydroxymethyl-19-norbeyeran-16-alpha-ol

ID: ALA4878837

PubChem CID: 164626249

Max Phase: Preclinical

Molecular Formula: C20H35NO2

Molecular Weight: 321.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@]4(C)CCC[C@@](C)(N)[C@H]4CC[C@@]3(C1)[C@H](CO)[C@H]2O

Standard InChI:  InChI=1S/C20H35NO2/c1-17-9-5-15-18(2)7-4-8-19(3,21)14(18)6-10-20(15,12-17)13(11-22)16(17)23/h13-16,22-23H,4-12,21H2,1-3H3/t13-,14+,15+,16-,17+,18-,19-,20-/m1/s1

Standard InChI Key:  LOSUHMVZAVYESC-WWWUCTDISA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   32.6269  -19.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2141  -20.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0421  -20.0968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9145  -18.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9145  -18.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6269  -17.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3393  -18.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3381  -18.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0454  -19.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7653  -18.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0521  -17.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7665  -18.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4850  -17.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4988  -16.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7844  -16.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0603  -16.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6219  -18.5599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.0452  -18.5599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   36.2188  -16.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3321  -17.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4779  -18.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2106  -17.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0095  -17.1238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8655  -19.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7100  -19.3232    0.0000 O   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  1
 13 14  1  0
 14 15  1  0
 15 16  1  0
  8 17  1  1
 11 18  1  1
 14 19  1  1
  7 20  1  6
 12 21  1  0
 14 22  1  0
 21 22  1  0
 22 23  1  6
 21 24  1  1
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878837

   ---

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: 321.50

Molecular Weight (Monoisotopic): 321.2668

AlogP: 3.08

#Rotatable Bonds: 1

Polar Surface Area: 66.48

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.72

CX LogP: 1.99

CX LogD: -0.86

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: 2.44

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]

Source

Source(1):

• Scientific Literature