N-(3-Guanidino-propyl)-N-(1-phenethyl-piperidin-4-yl)-propionamide

ID: ALA147949

PubChem CID: 44363907

Max Phase: Preclinical

Molecular Formula: C20H33N5O

Molecular Weight: 359.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)N(CCCN=C(N)N)C1CCN(CCc2ccccc2)CC1

Standard InChI:  InChI=1S/C20H33N5O/c1-2-19(26)25(13-6-12-23-20(21)22)18-10-15-24(16-11-18)14-9-17-7-4-3-5-8-17/h3-5,7-8,18H,2,6,9-16H2,1H3,(H4,21,22,23)

Standard InChI Key:  WOQPFMCJBFSWRF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    6.7500    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792    1.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792    1.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0292   -0.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4625    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7500   -0.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4625   -0.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917    2.3083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0292    1.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0292    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4625    1.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3167   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3958   -0.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1083   -0.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4625    2.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1083   -1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4625    3.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375   -0.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375   -1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 16  1  0
  3  2  1  0
  4 11  1  0
  5  2  1  0
  6  1  1  0
  7  5  1  0
  8  5  1  0
  9  3  2  0
 10  1  2  0
 11  8  1  0
 12  7  1  0
 13  1  1  0
 14  4  1  0
 15 14  1  0
 16 18  1  0
 17 15  1  0
 18 20  1  0
 19  3  1  0
 20 10  1  0
 21 17  2  0
 22 17  1  0
 23 19  1  0
 24 22  2  0
 25 21  1  0
 26 24  1  0
 12  4  1  0
 26 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA147949

   N-(3-Guanidino-propyl)-N-(1-phenethyl-piperidin-4-yl)-propionamide

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: 359.52

Molecular Weight (Monoisotopic): 359.2685

AlogP: 1.60

#Rotatable Bonds: 9

Polar Surface Area: 87.95

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.64

CX LogP: 1.03

CX LogD: -2.80

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.40

Np Likeness Score: -0.85

References

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Source

Source(1):

• Scientific Literature