N-{3-[4-(2-Pyridineimidoylamino-propyl)-piperazin-1-yl]-propyl}-pyridine-2-carboxamidine

ID: ALA2316052

PubChem CID: 71569073

Max Phase: Preclinical

Molecular Formula: C22H32N8

Molecular Weight: 408.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(NCCCN1CCN(CCCNC(=N)c2ccccn2)CC1)c1ccccn1

Standard InChI:  InChI=1S/C22H32N8/c23-21(19-7-1-3-9-25-19)27-11-5-13-29-15-17-30(18-16-29)14-6-12-28-22(24)20-8-2-4-10-26-20/h1-4,7-10H,5-6,11-18H2,(H2,23,27)(H2,24,28)

Standard InChI Key:  NDKJXDNCAVZVKY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   38.6956  -16.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9880  -15.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9889  -14.8010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7033  -14.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4080  -14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7076  -13.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.4174  -13.1710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.2191  -11.9543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   31.6347  -11.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3440  -12.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0501  -11.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7594  -12.3441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7575  -13.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4626  -13.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1712  -13.1563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1701  -12.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4604  -11.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8789  -13.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  7  8  1  0
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 19 21  1  0
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 22 23  1  0
 23 24  1  0
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 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2316052

   N'-[3-[4-[3-[[amino(pyridin-2-yl)methylidene]amino]propyl]piperazin-1-yl]propyl]pyridine-2-carboximidamide

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: 408.55

Molecular Weight (Monoisotopic): 408.2750

AlogP: 1.40

#Rotatable Bonds: 10

Polar Surface Area: 104.02

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.01

CX LogP: 0.49

CX LogD: -2.68

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.27

Np Likeness Score: -0.82

References

1. Arya S, Kumar N, Roy P, Sondhi SM..  (2013)  Synthesis of amidine and bis amidine derivatives and their evaluation for anti-inflammatory and anticancer activity.,  59  [PMID:23202484] [10.1016/j.ejmech.2012.10.046]

Source

Source(1):

• Scientific Literature