N-(2,6-Dichlorophenyl)-4-methyl-3-nitrobenzamide

ID: ALA4546309

PubChem CID: 871699

Max Phase: Preclinical

Molecular Formula: C14H10Cl2N2O3

Molecular Weight: 325.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)Nc2c(Cl)cccc2Cl)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H10Cl2N2O3/c1-8-5-6-9(7-12(8)18(20)21)14(19)17-13-10(15)3-2-4-11(13)16/h2-7H,1H3,(H,17,19)

Standard InChI Key:  DHAZESYVMSATGN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    2.1901  -16.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890  -17.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8970  -17.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6067  -17.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039  -16.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953  -15.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3151  -17.4259    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8928  -14.9733    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3100  -15.7845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0193  -16.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7254  -15.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0224  -17.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4331  -16.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1388  -15.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1362  -14.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4219  -14.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7192  -14.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4160  -13.7369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1207  -13.3232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7053  -13.3335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8418  -14.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 15 21  1  0
M  CHG  2  18   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4546309

   N-(2,6-dichlorophenyl)-4-methyl-3-nitrobenzamide

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: 325.15

Molecular Weight (Monoisotopic): 324.0068

AlogP: 4.46

#Rotatable Bonds: 3

Polar Surface Area: 72.24

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.36

CX Basic pKa: ┄

CX LogP: 4.73

CX LogD: 4.73

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: -1.93

References

1. Wajid S, Khatoon A, Khan MA, Zafar H, Kanwal S, Atta-Ur-Rahman, Choudhary MI, Basha FZ..  (2019)  Microwave-Assisted Organic Synthesis, structure-activity relationship, kinetics and molecular docking studies of non-cytotoxic benzamide derivatives as selective butyrylcholinesterase inhibitors.,  27  (18): [PMID:31378596] [10.1016/j.bmc.2019.07.015]

Source

Source(1):

• Scientific Literature