4-(4-(4-(1H-benzo[d]imidazol-2-yl)phenyl)piperazin-1-yl)benzimidamide

ID: ALA2282810

PubChem CID: 76319965

Max Phase: Preclinical

Molecular Formula: C24H24N6

Molecular Weight: 396.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(N2CCN(c3ccc(-c4nc5ccccc5[nH]4)cc3)CC2)cc1

Standard InChI:  InChI=1S/C24H24N6/c25-23(26)17-5-9-19(10-6-17)29-13-15-30(16-14-29)20-11-7-18(8-12-20)24-27-21-3-1-2-4-22(21)28-24/h1-12H,13-16H2,(H3,25,26)(H,27,28)

Standard InChI Key:  NAPYBSALMGTHHY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    7.7386   -9.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9214   -9.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5115  -10.4420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9142  -11.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7314  -11.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1459  -10.4503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6960  -10.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2926   -9.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4761   -9.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0622  -10.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4706  -11.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2857  -11.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9614  -10.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3668  -11.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1832  -11.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5952  -10.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1848   -9.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3697   -9.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4133  -10.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8921  -11.1206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8952   -9.7984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6718  -10.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6680  -10.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3723  -11.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0808  -10.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0806  -10.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3757   -9.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2450  -10.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8400   -9.7135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8328  -11.1289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  6 13  1  0
 19 20  1  0
 20 23  1  0
 22 21  1  0
 21 19  2  0
 16 19  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 10 28  1  0
 28 29  1  0
 28 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282810

   4-[4-[4-(1H-benzimidazol-2-yl)phenyl]piperazin-1-yl]benzenecarboximidamide

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: 396.50

Molecular Weight (Monoisotopic): 396.2062

AlogP: 3.84

#Rotatable Bonds: 4

Polar Surface Area: 85.03

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.58

CX Basic pKa: 12.56

CX LogP: 3.03

CX LogD: 1.63

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.36

Np Likeness Score: -0.90

References

1. Kiani YS, Kalsoom S, Riaz N.  (2013)  In silico ligand-based pharmacophore model generation for the identification of novel Pneumocystis carinii DHFR inhibitors,  22  (2): [10.1007/s00044-012-0082-2]

Source

Source(1):

• Scientific Literature