N-hydroxy-N-(2-(5((4-(morpholinomethyl)phenyl)ethynyl)-1H-benzo[d]imidazol-1-yl)ethyl)formamide

ID: ALA4760055

PubChem CID: 162657506

Max Phase: Preclinical

Molecular Formula: C23H24N4O3

Molecular Weight: 404.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=CN(O)CCn1cnc2cc(C#Cc3ccc(CN4CCOCC4)cc3)ccc21

Standard InChI:  InChI=1S/C23H24N4O3/c28-18-27(29)10-9-26-17-24-22-15-20(7-8-23(22)26)4-1-19-2-5-21(6-3-19)16-25-11-13-30-14-12-25/h2-3,5-8,15,17-18,29H,9-14,16H2

Standard InChI Key:  ISRNRHWVSWWUIS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   22.9557   -3.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9545   -4.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6693   -5.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6675   -3.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2397   -5.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5196   -5.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8013   -5.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0938   -5.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3760   -5.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3676   -6.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0830   -7.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7979   -6.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6497   -7.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9387   -6.7880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9454   -5.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2385   -5.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5184   -5.9478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5095   -6.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2209   -7.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3828   -3.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3876   -4.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1751   -5.0150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6570   -4.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1673   -3.6779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4176   -2.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2235   -2.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4739   -1.9295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2797   -1.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5300   -0.9672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9182   -1.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 21  2  0
 20  4  2  0
  4  1  1  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  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA4760055

   ---

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: 6.80

CX LogP: 2.11

CX LogD: 2.15

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.29

Np Likeness Score: -1.28

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