3-O-acetylgreenwayodendrin

ID: ALA1083629

PubChem CID: 46891355

Max Phase: Preclinical

Molecular Formula: C25H33NO2

Molecular Weight: 379.54

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-O-Acetylgreenwayodendrin | 3-O-acetylgreenwayodendrin|CHEMBL1083629|BDBM50320386

Canonical SMILES:  CC(=O)O[C@H]1CC[C@]2(C)[C@H]3Cc4cc5ccccc5n4[C@]3(C)CC[C@H]2C1(C)C

Standard InChI:  InChI=1S/C25H33NO2/c1-16(27)28-22-11-12-24(4)20(23(22,2)3)10-13-25(5)21(24)15-18-14-17-8-6-7-9-19(17)26(18)25/h6-9,14,20-22H,10-13,15H2,1-5H3/t20-,21+,22-,24-,25+/m0/s1

Standard InChI Key:  DRMMGUOJBQDCMO-LJDQNPOQSA-N

Molfile:  

     RDKit          2D

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   -2.0522   -7.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3377   -7.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3461   -6.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314   -6.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258   -7.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0874   -7.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8014   -7.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0761   -6.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2429   -5.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0681   -5.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -6.1518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813   -4.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4008   -5.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6466   -5.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769   -7.1158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7797   -5.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6278   -8.3606    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1253   -8.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617   -7.9648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4773   -7.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867   -7.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4834   -6.7359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  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
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 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
  3 21  1  0
  5 22  1  1
  9 23  1  6
 10 24  1  1
  6 25  1  6
  3 26  1  0
  2 27  1  1
  1  2  1  0
 27 28  1  0
  1  4  1  0
 28 29  1  0
  2  3  1  0
 28 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083629

   3-O-acetylgreenwayodendrin

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: 379.54

Molecular Weight (Monoisotopic): 379.2511

AlogP: 5.70

#Rotatable Bonds: 1

Polar Surface Area: 31.23

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: 5.21

CX LogD: 5.21

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: 1.53

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