cyano-3-(5-phenoxypentyl)(pyridin-4-yl)guanidine

ID: ALA322225

PubChem CID: 18365476

Max Phase: Preclinical

Molecular Formula: C18H21N5O

Molecular Weight: 323.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CN(C(=N)NCCCCCOc1ccccc1)c1ccncc1

Standard InChI:  InChI=1S/C18H21N5O/c19-15-23(16-9-12-21-13-10-16)18(20)22-11-5-2-6-14-24-17-7-3-1-4-8-17/h1,3-4,7-10,12-13H,2,5-6,11,14H2,(H2,20,22)

Standard InChI Key:  FJZCMMCVSNUIEO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    3.5542   -1.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -1.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -2.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917   -2.0292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167    0.8333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917   -0.5917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167   -0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3292   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5042   -2.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417    0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0917   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7417   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7417   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0292   -1.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8542   -1.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5667   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5667   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9792   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  3  0
  5  2  2  0
  6  1  1  0
  7 14  1  0
  8  2  1  0
  9  6  2  0
 10  6  1  0
 11 12  1  0
 12 16  1  0
 13  9  1  0
 14 10  2  0
 15  8  1  0
 16 20  1  0
 17 11  1  0
 18 11  2  0
 19 15  1  0
 20 21  1  0
 21 19  1  0
 22 18  1  0
 23 17  2  0
 24 22  2  0
  7 13  2  0
 24 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA322225

   1-Cyano-2-(5-phenoxypentyl)-1-pyridin-4-ylguanidine

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: 323.40

Molecular Weight (Monoisotopic): 323.1746

AlogP: 3.14

#Rotatable Bonds: 8

Polar Surface Area: 85.03

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.40

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.26

Np Likeness Score: -0.61

References

1. Schou C, Ottosen ER, Petersen HJ, Bjorkling F, Latini S, Hjarnaa PV, Bramm E, Binderup L.  (1997)  Novel cyanoguanidines with potent oral antitumour activity,  7  (24): [10.1016/S0960-894X(97)10152-4]

Source

Source(1):

• Scientific Literature