Alstomairine B

ID: ALA5179840

PubChem CID: 168271328

Max Phase: Preclinical

Molecular Formula: C22H27N2O4+

Molecular Weight: 383.47

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H26N2O4/c1-12(25)14-11-24(2)9-8-22-15-6-5-7-16(27-3)19(15)23-20(22)18(21(26)28-4)13(14)10-17(22)24/h5-7,13-14,17H,8-11H2,1-4H3/p+1/t13-,14-,17-,22+,24?/m1/s1

Standard InChI Key:  BBEMTBXCKZOCSO-VVEHASEJSA-O

Molfile:  

 
     RDKit          2D

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   -2.0354   -1.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7517   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5404   -1.0765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0553   -0.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5402    0.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2045    1.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7653   -0.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    0.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391    1.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5137    1.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2078    1.7271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4181    1.8096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354   -2.0587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7501   -2.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780   -1.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0032   -1.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4159   -1.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7653   -1.7523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    1.8604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5648    2.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  8 13  2  0
 15 14  1  0
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 16 15  1  6
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 10 18  1  0
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  9 20  1  6
 20 19  1  0
 12 21  1  1
 10 22  1  1
  5 23  1  0
 23 24  1  0
 13 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 15 29  2  0
 18 30  1  0
M  CHG  1  18   1
M  END

Alternative Forms

1. Parent:

   

   ALA5179840

   ---

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: 383.47

Molecular Weight (Monoisotopic): 383.1965

AlogP: 2.24

#Rotatable Bonds: 3

Polar Surface Area: 64.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.99

CX Basic pKa: ┄

CX LogP: -3.16

CX LogD: -3.16

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: 1.82

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