greenwayodendrin-3-one

ID: ALA1083628

PubChem CID: 46891354

Max Phase: Preclinical

Molecular Formula: C23H29NO

Molecular Weight: 335.49

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Greenwayodendrin-3-One | greenwayodendrin-3-one|CHEMBL1083628

Canonical SMILES:  CC1(C)C(=O)CC[C@]2(C)[C@H]3Cc4cc5ccccc5n4[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C23H29NO/c1-21(2)18-9-12-23(4)19(22(18,3)11-10-20(21)25)14-16-13-15-7-5-6-8-17(15)24(16)23/h5-8,13,18-19H,9-12,14H2,1-4H3/t18-,19+,22-,23+/m0/s1

Standard InChI Key:  NEPLKJAINOWIJL-JFSTXAPLSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    6.3161   -0.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3201   -0.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0347   -1.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0261    0.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7408   -0.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7464   -0.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4594   -1.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1734   -0.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4483    0.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1667   -0.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6150    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4401    1.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7756    0.4427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0532    1.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7727    1.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5982    0.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2100   -0.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9969    0.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1665    1.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5522    1.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6067   -1.3703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6176   -2.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7256    0.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4491   -0.5211    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1518    0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7444   -1.7658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2470   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  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
 10 13  1  0
 12 11  1  0
 11  9  1  0
 12 13  1  0
 13 16  1  0
 15 14  1  0
 14 12  2  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  2 21  2  0
  3 22  1  0
  5 23  1  1
  9 24  1  6
 10 25  1  1
  6 26  1  6
  3 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083628

   Greenwayodendrin-3-one

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 335.49

Molecular Weight (Monoisotopic): 335.2249

AlogP: 5.33

#Rotatable Bonds: ┄

Polar Surface Area: 22.00

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.33

CX LogD: 5.33

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: 1.46

References

1. Ngantchou I, Nyasse B, Denier C, Blonski C, Hannaert V, Schneider B..  (2010)  Antitrypanosomal alkaloids from Polyalthia suaveolens (Annonaceae): their effects on three selected glycolytic enzymes of Trypanosoma brucei.,  20  (12): [PMID:20529682] [10.1016/j.bmcl.2010.04.145]

Source

Source(1):

• Scientific Literature