N'-cyano-N-(3-(4-(2-methoxyethyl)piperazin-1-yl)propyl)isonicotinamidine

ID: ALA1086798

PubChem CID: 46889151

Max Phase: Preclinical

Molecular Formula: C17H26N6O

Molecular Weight: 330.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCN1CCN(CCCN/C(=N\C#N)c2ccncc2)CC1

Standard InChI:  InChI=1S/C17H26N6O/c1-24-14-13-23-11-9-22(10-12-23)8-2-5-20-17(21-15-18)16-3-6-19-7-4-16/h3-4,6-7H,2,5,8-14H2,1H3,(H,20,21)

Standard InChI Key:  YILFISUCOQTMBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    5.7652    0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7641    0.0977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4789   -0.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1953    0.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1925    0.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4771    1.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9054    1.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6214    0.9341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9023    2.1689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6152    2.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3299    2.9994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3343    1.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0503    0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7633    1.3546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4793    0.9448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4803    0.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1922   -0.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9076    0.1174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9064    0.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1899    1.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6220   -0.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6220   -1.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3365   -1.5327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3365   -2.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  1  0
  5  7  1  0
 14 15  1  0
 15 16  1  0
  3  4  2  0
  7  8  1  0
  7  9  2  0
  4  5  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  9 10  1  0
 18 21  1  0
  2  3  1  0
 21 22  1  0
 10 11  3  0
 22 23  1  0
  5  6  2  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1086798

   N''-cyano-N-(3-(4-(2-methoxyethyl)piperazin-1-yl)propyl)isonicotinamidine

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: 330.44

Molecular Weight (Monoisotopic): 330.2168

AlogP: 0.55

#Rotatable Bonds: 8

Polar Surface Area: 76.78

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.98

CX LogP: 0.04

CX LogD: -0.64

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.32

Np Likeness Score: -1.38

References

1. Fiorino F, Severino B, De Angelis F, Perissutti E, Magli E, Frecentese F, Esposito A, Massarelli P, Nencini C, Santagada V, Caliendo G..  (2010)  New 5-HT(1A) receptor ligands containing a N'-cyanoisonicotinamidine nucleus: synthesis and in vitro pharmacological evaluation.,  20  (9): [PMID:20347301] [10.1016/j.bmcl.2010.02.106]

Source

Source(1):

• Scientific Literature