4-(ethanimidoylamino)-N-(4-fluorophenyl)benzamide hydrobromide

ID: ALA4633346

PubChem CID: 156009503

Max Phase: Preclinical

Molecular Formula: C15H15BrFN3O

Molecular Weight: 271.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Br.CC(=N)Nc1ccc(C(=O)Nc2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C15H14FN3O.BrH/c1-10(17)18-13-6-2-11(3-7-13)15(20)19-14-8-4-12(16)5-9-14;/h2-9H,1H3,(H2,17,18)(H,19,20);1H

Standard InChI Key:  ZXZVTIFAVGSIRR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   12.2930   -5.5800    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   15.2281   -3.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9361   -3.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6444   -3.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6444   -4.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9386   -5.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2281   -4.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3525   -5.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0605   -4.7114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7727   -5.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4810   -4.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1855   -5.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1855   -5.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4836   -6.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7727   -5.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8977   -6.3501    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.3525   -5.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5200   -3.4807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8119   -3.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0997   -3.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8119   -4.7120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  7  6  2  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 13 16  1  0
  8 17  2  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
M  END

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: 271.30

Molecular Weight (Monoisotopic): 271.1121

AlogP: 3.49

#Rotatable Bonds: 3

Polar Surface Area: 64.98

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.16

CX LogP: 2.46

CX LogD: 0.77

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.59

Np Likeness Score: -1.14

References

1. Maccallini C, Arias F, Gallorini M, Amoia P, Ammazzalorso A, De Filippis B, Fantacuzzi M, Giampietro L, Cataldi A, Camacho ME, Amoroso R..  (2020)  Antiglioma Activity of Aryl and Amido-Aryl Acetamidine Derivatives Targeting iNOS: Synthesis and Biological Evaluation.,  11  (7): [PMID:32676156] [10.1021/acsmedchemlett.0c00285]

Source

Source(1):

• Scientific Literature