polyveoline

ID: ALA1086376

PubChem CID: 46871719

Max Phase: Preclinical

Molecular Formula: C23H33NO

Molecular Weight: 339.52

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Polyveoline | CHEMBL1086376|BDBM50320387

Canonical SMILES:  CC1(C)[C@H](O)CC[C@]2(C)[C@@H]3C[C@@H]4Nc5ccccc5[C@@H]4[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C23H33NO/c1-21(2)17-9-11-23(4)18(22(17,3)12-10-19(21)25)13-16-20(23)14-7-5-6-8-15(14)24-16/h5-8,16-20,24-25H,9-13H2,1-4H3/t16-,17-,18-,19+,20-,22-,23+/m0/s1

Standard InChI Key:  HVKUYPXKTAMIFI-SZKCUPFNSA-N

Molfile:  

     RDKit          2D

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    3.0462  -12.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372  -13.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7454  -14.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7631  -12.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711  -12.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4637  -13.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1705  -14.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8910  -13.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1853  -12.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8973  -12.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649  -11.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1914  -11.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5149  -12.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8133  -11.0938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5262  -11.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3390  -12.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9421  -12.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7330  -12.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9154  -11.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3098  -11.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3170  -14.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690  -12.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1731  -13.3469    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8953  -12.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487  -14.5805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9452  -14.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3212  -14.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8099  -13.1720    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8863  -10.8738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
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  6  7  1  0
  7  8  1  0
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  9 10  1  0
 10 13  1  0
 12 11  1  0
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 12 13  1  0
 13 16  1  0
 15 14  1  0
 14 12  1  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  1
 10 24  1  1
  6 25  1  6
  3 26  1  0
  2 27  1  6
  1  2  1  0
 13 28  1  1
  1  4  1  0
 12 29  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1086376

   POLYVEOLINE

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: 339.52

Molecular Weight (Monoisotopic): 339.2562

AlogP: 5.19

#Rotatable Bonds: ┄

Polar Surface Area: 32.26

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.38

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: 2.28

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