2-(4-((1-(phenylthio)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-1H-benzo[d]imidazole-5-carboximidamide

ID: ALA4757359

PubChem CID: 162656793

Max Phase: Preclinical

Molecular Formula: C23H19N7OS

Molecular Weight: 441.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc2[nH]c(-c3ccc(OCc4cn(Sc5ccccc5)nn4)cc3)nc2c1

Standard InChI:  InChI=1S/C23H19N7OS/c24-22(25)16-8-11-20-21(12-16)27-23(26-20)15-6-9-18(10-7-15)31-14-17-13-30(29-28-17)32-19-4-2-1-3-5-19/h1-13H,14H2,(H3,24,25)(H,26,27)

Standard InChI Key:  XRTDSQAWNXWXHJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   17.5003   -3.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4991   -4.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2140   -4.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2123   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9277   -3.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9325   -4.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7201   -4.6407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2021   -3.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7123   -3.3034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0252   -3.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4412   -4.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2655   -4.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6747   -3.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2535   -3.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4306   -3.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4997   -3.9496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9071   -3.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7322   -3.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2223   -3.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0051   -3.6284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9991   -2.8033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2126   -2.5541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7856   -3.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7854   -2.3296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0712   -3.5673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6725   -4.1041    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.4201   -3.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0876   -4.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8347   -3.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9139   -3.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2399   -2.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4954   -2.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
  1 23  1  0
 23 24  2  0
 23 25  1  0
 27 26  1  0
 20 26  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757359

   ---

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: 441.52

Molecular Weight (Monoisotopic): 441.1372

AlogP: 4.24

#Rotatable Bonds: 7

Polar Surface Area: 118.49

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.52

CX Basic pKa: 10.71

CX LogP: 3.28

CX LogD: 1.24

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -1.22

References

1. Zhang B.  (2019)  Comprehensive review on the anti-bacterial activity of 1,2,3-triazole hybrids.,  168  [PMID:30826511] [10.1016/j.ejmech.2019.02.055]

Source

Source(1):

• Scientific Literature