Noraugustamine

ID: ALA4534247

PubChem CID: 155546743

Max Phase: Preclinical

Molecular Formula: C17H19NO3

Molecular Weight: 285.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1c2c(cc3c1[C@@H]1C[C@H]4[C@H](CC[C@@H]5NCC[C@@]354)O1)OCO2

Standard InChI:  InChI=1S/C17H19NO3/c1-2-16-17(3-4-18-16)10-6-15-14(19-8-20-15)5-9(10)13-7-11(17)12(1)21-13/h5-6,11-13,16,18H,1-4,7-8H2/t11-,12-,13-,16-,17-/m0/s1

Standard InChI Key:  AZRHHNQWSIQUNH-HLNSEHPISA-N

Molfile:  

 
     RDKit          2D

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    5.5506  -24.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8449  -25.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8573  -25.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5506  -26.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772  -24.8624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0814  -26.1749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5985  -25.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2481  -25.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2441  -25.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9495  -26.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6633  -25.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6630  -25.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3735  -24.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3848  -23.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6794  -23.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9539  -24.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9626  -23.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1844  -23.6086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6947  -24.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1703  -24.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9544  -23.0506    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3919  -24.3672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3659  -25.5145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0758  -25.1142    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9420  -27.1448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0
  2  1  1  0
  3  4  1  0
  4  9  2  0
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  2  3  2  0
  7  6  1  0
  8  9  1  0
  8 16  1  0
  9 10  1  0
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 16 12  1  0
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 16 17  1  0
 17 18  1  0
 18 19  1  0
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 16 20  1  1
 17 21  1  6
 10 22  1  0
 13 22  1  0
 12 23  1  1
 13 24  1  6
 10 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4534247

   ---

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: 285.34

Molecular Weight (Monoisotopic): 285.1365

AlogP: 2.27

#Rotatable Bonds: ┄

Polar Surface Area: 39.72

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.94

CX LogP: 1.59

CX LogD: -1.47

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: 2.25

References

1. Nair JJ, van Staden J..  (2019)  Antiprotozoal alkaloid principles of the plant family Amaryllidaceae.,  29  (20): [PMID:31515186] [10.1016/j.bmcl.2019.126642]

Source

Source(1):

• Scientific Literature