3-[9-(2-Hydroxy-ethoxy)-10-methoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-12-yl]-2-(2-methyl-4-nitro-imidazol-1-yl)-acrylonitrile

ID: ALA4560362

PubChem CID: 155558390

Max Phase: Preclinical

Molecular Formula: C28H27N5O7

Molecular Weight: 545.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C(\C#N)n2cc([N+](=O)[O-])nc2C)c2c(c1OCCO)CN1CCc3cc4c(cc3C1C2)OCO4

Standard InChI:  InChI=1S/C28H27N5O7/c1-16-30-27(33(35)36)14-32(16)19(12-29)7-18-9-26(37-2)28(38-6-5-34)22-13-31-4-3-17-8-24-25(40-15-39-24)11-21(17)23(31)10-20(18)22/h7-9,11,14,23,34H,3-6,10,13,15H2,1-2H3/b19-7+

Standard InChI Key:  VOYJDBBKFDOGCX-FBCYGCLPSA-N

Molfile:  

 
     RDKit          2D

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   20.1506  -13.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4383  -14.1652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1594  -12.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1686  -12.1330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1449  -14.4275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5455  -15.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3466  -14.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5374  -13.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2062  -15.8865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6791  -16.5529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   24.3909  -12.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1019  -12.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8063  -13.0082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
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  7  8  2  0
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  9 25  1  0
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 31 32  1  0
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 30 34  1  0
 35 36  2  0
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 32 35  1  0
 24 38  1  0
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 39 40  1  0
M  CHG  2  35   1  37  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4560362

   ---

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: 545.55

Molecular Weight (Monoisotopic): 545.1910

AlogP: 3.39

#Rotatable Bonds: 7

Polar Surface Area: 145.14

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.26

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.27

Np Likeness Score: 0.01

References

1. Zhang J, Ba Y, Wang S, Yang H, Hou X, Xu Z..  (2019)  Nitroimidazole-containing compounds and their antibacterial and antitubercular activities.,  179  [PMID:31260891] [10.1016/j.ejmech.2019.06.068]

Source

Source(1):

• Scientific Literature