N-hydroxy-N-1-(1R)-1-methylsulfanyl-2-[5-[2-[4-(morpholinomethyl]phenyl]ethynyl]benzotriazol-1-yl]ethyl]formamide

ID: ALA4763862

PubChem CID: 162660909

Max Phase: Preclinical

Molecular Formula: C23H25N5O3S

Molecular Weight: 451.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS[C@H](Cn1nnc2cc(C#Cc3ccc(CN4CCOCC4)cc3)ccc21)N(O)C=O

Standard InChI:  InChI=1S/C23H25N5O3S/c1-32-23(28(30)17-29)16-27-22-9-8-19(14-21(22)24-25-27)5-2-18-3-6-20(7-4-18)15-26-10-12-31-13-11-26/h3-4,6-9,14,17,23,30H,10-13,15-16H2,1H3/t23-/m1/s1

Standard InChI Key:  VVTZCIBPJIURIN-HSZRJFAPSA-N

Molfile:  

 
     RDKit          2D

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   11.6600  -17.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7162  -16.9536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5221  -16.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7724  -15.9914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7712  -19.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 27 30  1  0
 26 31  1  6
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763862

   ---

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: 451.55

Molecular Weight (Monoisotopic): 451.1678

AlogP: 2.20

#Rotatable Bonds: 7

Polar Surface Area: 83.72

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.88

CX Basic pKa: 6.73

CX LogP: 2.97

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.19

Np Likeness Score: -1.49

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