4-(Phenyl-1H-imidazol-2-yl)benzamidine acetate

ID: ALA4226437

PubChem CID: 145970380

Max Phase: Preclinical

Molecular Formula: C18H18N4O2

Molecular Weight: 262.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O.N=C(N)c1ccc(-c2nc(-c3ccccc3)c[nH]2)cc1

Standard InChI:  InChI=1S/C16H14N4.C2H4O2/c17-15(18)12-6-8-13(9-7-12)16-19-10-14(20-16)11-4-2-1-3-5-11;1-2(3)4/h1-10H,(H3,17,18)(H,19,20);1H3,(H,3,4)

Standard InChI Key:  JHLSHPQGVWUTMD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    2.5779   -3.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -3.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5754   -2.4596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835   -3.6869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5006   -3.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3214   -3.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7319   -2.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5527   -2.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9632   -3.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5527   -3.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7319   -3.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -2.4435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -3.8653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7840   -3.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2665   -2.4903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0472   -2.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0472   -3.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2665   -3.8185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7113   -2.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6255   -1.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2896   -0.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0395   -1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1253   -2.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4612   -2.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  5 12  2  0
  5 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 14 18  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 16 19  1  0
  9 14  1  0
M  END

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: 262.32

Molecular Weight (Monoisotopic): 262.1218

AlogP: 3.03

#Rotatable Bonds: 3

Polar Surface Area: 78.55

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.00

CX Basic pKa: 11.19

CX LogP: 2.73

CX LogD: 0.43

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.50

Np Likeness Score: -0.56

References

1. Alnabulsi S, Hussein B, Santina E, Alsalahat I, Kadirvel M, Magwaza RN, Bryce RA, Schwalbe CH, Baldwin AG, Russo I, Stratford IJ, Freeman S..  (2018)  Evaluation of analogues of furan-amidines as inhibitors of NQO2.,  28  (8): [PMID:29567345] [10.1016/j.bmcl.2018.03.025]

Source

Source(1):

• Scientific Literature