1-((1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,3-triazol-4-yl)methyl)-6,6-dimethyl-5,6-dihydro-1H-imidazo[4,5,1-ij]quinolin-2(4H)-one

ID: ALA5209154

PubChem CID: 168296662

Max Phase: Preclinical

Molecular Formula: C20H25N5O5

Molecular Weight: 415.45

Names and Identifiers

Canonical SMILES:  CC1(C)CCn2c(=O)n(Cc3cn([C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O)nn3)c3cccc1c32

Standard InChI:  InChI=1S/C20H25N5O5/c1-20(2)6-7-23-15-12(20)4-3-5-13(15)24(19(23)29)8-11-9-25(22-21-11)18-17(28)16(27)14(10-26)30-18/h3-5,9,14,16-18,26-28H,6-8,10H2,1-2H3/t14-,16-,17-,18-/m1/s1

Standard InChI Key:  VRZXIQFKWMSIFR-VDHUWJSZSA-N

Molfile:  

 
     RDKit          2D

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    0.8520    2.3774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1649    3.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672    2.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    2.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1818    3.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8794    4.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3192   -4.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 24 23  1  0
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 22 27  1  1
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  4 29  1  0
  4 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5209154

   ---

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: 415.45

Molecular Weight (Monoisotopic): 415.1856

AlogP: -0.26

#Rotatable Bonds: 4

Polar Surface Area: 127.56

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.42

CX Basic pKa: ┄

CX LogP: 0.38

CX LogD: 0.38

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: 0.08

References

1. Shingare RD, MacMillan JB, Reddy DS..  (2022)  Antibiotic natural product hunanamycin A: Lead identification towards anti-Salmonella agents.,  236  [PMID:35421661] [10.1016/j.ejmech.2022.114245]

Source

Source(1):

• Scientific Literature