(4R,5R,8S,9R,10R,12S,16S)-ent-16alpha,17-Dihydroxy-19-noratisan-3-one

ID: ALA4520625

PubChem CID: 155541967

Max Phase: Preclinical

Molecular Formula: C19H30O3

Molecular Weight: 306.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1C(=O)CC[C@]2(C)[C@@H]1CC[C@@]13CC[C@@H](C[C@H]12)[C@](O)(CO)C3

Standard InChI:  InChI=1S/C19H30O3/c1-12-14-4-8-18-7-3-13(19(22,10-18)11-20)9-16(18)17(14,2)6-5-15(12)21/h12-14,16,20,22H,3-11H2,1-2H3/t12-,13+,14-,16+,17-,18-,19-/m1/s1

Standard InChI Key:  IEDJGPQBCIRQAP-RZSPCITHSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   26.5009   -5.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7993   -4.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7993   -5.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5046   -3.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2099   -4.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2064   -5.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9085   -5.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6185   -5.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9154   -3.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6181   -4.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3261   -4.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3375   -3.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6348   -2.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9207   -3.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0922   -5.6264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9083   -4.8082    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.2026   -3.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0392   -2.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0185   -3.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2220   -2.0636    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.6265   -1.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7449   -1.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4549   -2.0555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5000   -6.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1984   -6.0299    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  3  1  1  0
  1  6  1  0
  5  4  1  0
  5  6  1  0
  5  9  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  3 15  2  0
  9 16  1  1
  5 17  1  6
 13 18  1  0
 10 19  1  1
 18 19  1  0
 13 20  1  6
 18 21  1  1
 18 22  1  0
 22 23  1  0
  1 24  1  1
  6 25  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4520625

   ---

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: 306.45

Molecular Weight (Monoisotopic): 306.2195

AlogP: 2.93

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.69

CX Basic pKa: ┄

CX LogP: 2.38

CX LogD: 2.38

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: 3.33

References

1. Wang P, Xie C, An L, Yang X, Xi Y, Yuan S, Zhang C, Tuerhong M, Jin DQ, Lee D, Zhang J, Ohizumi Y, Xu J, Guo Y..  (2019)  Bioactive Diterpenoids from the Stems of Euphorbia royleana.,  82  (2): [PMID:30730729] [10.1021/acs.jnatprod.8b00493]

Source

Source(1):

• Scientific Literature