N-((1H-Tetrazol-5-yl)methyl)-N-(2,4-dichlorobenzyl)-4-methoxyaniline

ID: ALA3621481

PubChem CID: 122191210

Max Phase: Preclinical

Molecular Formula: C16H15Cl2N5O

Molecular Weight: 364.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(Cc2nnn[nH]2)Cc2ccc(Cl)cc2Cl)cc1

Standard InChI:  InChI=1S/C16H15Cl2N5O/c1-24-14-6-4-13(5-7-14)23(10-16-19-21-22-20-16)9-11-2-3-12(17)8-15(11)18/h2-8H,9-10H2,1H3,(H,19,20,21,22)

Standard InChI Key:  UVMUOXIZZAHAFI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.2947   -3.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5952   -3.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1523   -5.2324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3159   -5.5398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619   -4.2384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0548   -3.1268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977   -1.5021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983   -0.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9008    0.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1995    1.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1989    2.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8996    3.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6009    2.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8992    4.9479    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2390    0.8988    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387    0.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
  7  8  1  0
 14 15  1  0
  7 14  1  0
  2  7  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 16 22  1  0
 23 24  1  0
 11 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3621481

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.24

Molecular Weight (Monoisotopic): 363.0654

AlogP: 3.72

#Rotatable Bonds: 6

Polar Surface Area: 66.93

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.11

CX Basic pKa: ┄

CX LogP: 3.91

CX LogD: 2.31

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -1.78

References

1. Dai L, Zhang H, Nagarajan S, Rasheed S, Zhou C.  (2015)  Synthesis of tetrazole compounds as a novel type of potential antimicrobial agents and their synergistic effects with clinical drugs and interactions with calf thymus DNA,  6  (1): [10.1039/C4MD00266K]

Source

Source(1):

• Scientific Literature