N-hydroxy-N-(1-(64(4-(morpholinomethyl)phenypethyny1)-1Hindazol-3-yl)butan-2-y1)formamide

ID: ALA4756364

PubChem CID: 162655893

Max Phase: Preclinical

Molecular Formula: C25H28N4O3

Molecular Weight: 432.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(Cc1n[nH]c2cc(C#Cc3ccc(CN4CCOCC4)cc3)ccc12)N(O)C=O

Standard InChI:  InChI=1S/C25H28N4O3/c1-2-22(29(31)18-30)16-25-23-10-9-20(15-24(23)26-27-25)6-3-19-4-7-21(8-5-19)17-28-11-13-32-14-12-28/h4-5,7-10,15,18,22,31H,2,11-14,16-17H2,1H3,(H,26,27)

Standard InChI Key:  MKRAQPHHRZUCMJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.1567   -8.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1555   -9.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8703   -9.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8685   -8.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4407   -9.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7206  -10.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0022  -10.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2947  -10.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5768  -10.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5684  -11.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2839  -11.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9988  -11.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8505  -11.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1395  -11.4465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1462  -10.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4393  -10.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7191  -10.6063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7102  -11.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4216  -11.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5844   -8.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5887   -9.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3769   -9.6743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8598   -9.0023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3700   -8.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6207   -7.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4268   -7.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6776   -6.5879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4837   -6.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7344   -5.6262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1224   -5.9777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9820   -7.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7880   -7.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3 21  1  0
 20  4  1  0
  4  1  2  0
  2  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 20  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 27 30  1  0
 26 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756364

   ---

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: 432.52

Molecular Weight (Monoisotopic): 432.2161

AlogP: 2.96

#Rotatable Bonds: 7

Polar Surface Area: 81.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.34

CX Basic pKa: 6.76

CX LogP: 3.10

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -1.01

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