N-hydroxy-N-(2-(5-((4-(morpholinomethyl)phenyl)ethynyl)-1H-pyrrolo[2,3-c]pyridin-1-ypethyl)formamide

ID: ALA4761278

PubChem CID: 162660219

Max Phase: Preclinical

Molecular Formula: C23H24N4O3

Molecular Weight: 404.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=CN(O)CCn1ccc2cc(C#Cc3ccc(CN4CCOCC4)cc3)ncc21

Standard InChI:  InChI=1S/C23H24N4O3/c28-18-27(29)10-9-26-8-7-21-15-22(24-16-23(21)26)6-5-19-1-3-20(4-2-19)17-25-11-13-30-14-12-25/h1-4,7-8,15-16,18,29H,9-14,17H2

Standard InChI Key:  RKNSTCSIKCINFS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.1546  -12.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4345  -12.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7162  -13.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0087  -12.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.4333  -13.2304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   40.5717  -11.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0820  -10.9606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3324  -10.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1382   -9.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3885   -9.2121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1945   -9.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4447   -8.2499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8330   -8.6024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761278

   ---

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: 404.47

Molecular Weight (Monoisotopic): 404.1848

AlogP: 2.12

#Rotatable Bonds: 6

Polar Surface Area: 70.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.35

CX Basic pKa: 6.74

CX LogP: 2.09

CX LogD: 2.14

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.29

Np Likeness Score: -1.14

References

1. Furuya T,Shapiro AB,Comita-Prevoir J,Kuenstner EJ,Zhang J,Ribe SD,Chen A,Hines D,Moussa SH,Carter NM,Sylvester MA,Romero JAC,Vega CV,Sacco MD,Chen Y,O'Donnell JP,Durand-Reville TF,Miller AA,Tommasi RA.  (2020)  N-Hydroxyformamide LpxC inhibitors, their in vivo efficacy in a mouse Escherichia coli infection model, and their safety in a rat hemodynamic assay.,  28  (24): [PMID:33160146] [10.1016/j.bmc.2020.115826]

Source

Source(1):

• Scientific Literature