Alstomairine C

ID: ALA5172840

PubChem CID: 168276814

Max Phase: Preclinical

Molecular Formula: C21H25N2O4+

Molecular Weight: 369.44

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C2Nc3c(O)cccc3[C@]23CC[N+]2(C)C[C@H](C(C)=O)[C@H]1C[C@H]32

Standard InChI:  InChI=1S/C21H24N2O4/c1-11(24)13-10-23(2)8-7-21-14-5-4-6-15(25)18(14)22-19(21)17(20(26)27-3)12(13)9-16(21)23/h4-6,12-13,16H,7-10H2,1-3H3,(H-,22,25,26)/p+1/t12-,13-,16-,21+,23?/m1/s1

Standard InChI Key:  NURWNDRJIWXQQY-VWKKCNPTSA-O

Molfile:  

 
     RDKit          2D

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   -2.0372    0.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3251   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3251   -1.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354   -1.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7517   -1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5404   -1.2828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0553   -0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5402    0.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2045    0.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161    0.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011    0.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7653   -0.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    0.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391    0.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5137    0.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0331    1.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    1.5208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2784    2.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8412    1.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158   -0.1879    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181    1.6033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354   -2.2650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780   -1.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0032   -1.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4159   -1.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7653   -1.9586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    1.6541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5648    2.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  8  7  1  0
  3  9  1  0
  9  8  1  0
  9 10  1  0
 11 10  1  0
 12 11  1  0
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  8 13  2  0
 15 14  1  0
 12 16  1  0
 16 15  1  6
 16 17  1  0
 10 18  1  0
 18 17  1  0
 18 19  1  0
  9 20  1  6
 20 19  1  0
 12 21  1  1
 10 22  1  1
  5 23  1  0
 13 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 15 28  2  0
 18 29  1  0
M  CHG  1  18   1
M  END

Alternative Forms

1. Parent:

   

   ALA5172840

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 369.44

Molecular Weight (Monoisotopic): 369.1809

AlogP: 1.94

#Rotatable Bonds: 2

Polar Surface Area: 75.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.74

CX Basic pKa: ┄

CX LogP: -3.31

CX LogD: -3.13

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: 2.04

References

1. Lee S, Sperry J..  (2022)  Isolation and biological activity of azocine and azocane alkaloids.,  54  [PMID:34923389] [10.1016/j.bmc.2021.116560]

Source

Source(1):

• Scientific Literature