2-Cyano-1-ethyl-3-[4-(1H-imidazol-4-yl)butyl]guanidine

ID: ALA1077756

PubChem CID: 44482031

Max Phase: Preclinical

Molecular Formula: C11H18N6

Molecular Weight: 234.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN/C(=N\C#N)NCCCCc1c[nH]cn1

Standard InChI:  InChI=1S/C11H18N6/c1-2-14-11(16-8-12)15-6-4-3-5-10-7-13-9-17-10/h7,9H,2-6H2,1H3,(H,13,17)(H2,14,15,16)

Standard InChI Key:  FJZUWLCPOQUBLF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    5.5748  -20.7267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3770  -20.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4433  -19.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787  -19.3947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1459  -20.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1471  -19.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8718  -19.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5756  -19.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3003  -19.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0041  -19.2091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7080  -18.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4326  -19.1731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6872  -17.9540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3911  -17.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1000  -17.1042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4534  -19.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1780  -20.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  8  9  1  0
  4  5  2  0
  9 10  1  0
  5  1  1  0
 10 11  1  0
  1  2  1  0
 11 12  1  0
  3  6  1  0
 11 13  2  0
 13 14  1  0
  6  7  1  0
 14 15  3  0
  2  3  2  0
 12 16  1  0
  7  8  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1077756

   1-cyano-3-ethyl-2-[4-(1H-imidazol-5-yl)butyl]guanidine

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: 234.31

Molecular Weight (Monoisotopic): 234.1593

AlogP: 0.77

#Rotatable Bonds: 6

Polar Surface Area: 88.89

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.74

CX LogP: 0.54

CX LogD: 0.46

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.29

Np Likeness Score: -0.92

References

1. Igel P, Geyer R, Strasser A, Dove S, Seifert R, Buschauer A..  (2009)  Synthesis and structure-activity relationships of cyanoguanidine-type and structurally related histamine H4 receptor agonists.,  52  (20): [PMID:19791743] [10.1021/jm900526h]

Source

Source(1):

• Scientific Literature