N-((1-benzyl-4-(phenylamino)piperidin-4-yl)methyl)-2-guanidinoacetamide

ID: ALA3361416

PubChem CID: 118724977

Max Phase: Preclinical

Molecular Formula: C22H30N6O

Molecular Weight: 394.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCC(=O)NCC1(Nc2ccccc2)CCN(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C22H30N6O/c23-21(24)25-15-20(29)26-17-22(27-19-9-5-2-6-10-19)11-13-28(14-12-22)16-18-7-3-1-4-8-18/h1-10,27H,11-17H2,(H,26,29)(H4,23,24,25)

Standard InChI Key:  JOTDNJDIGBWICX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   17.5941   -4.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5930   -3.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8790   -4.3870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1805   -5.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5918   -6.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4126   -6.2263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8262   -5.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4190   -4.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8230   -6.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4082   -7.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5832   -7.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1687   -8.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5791   -9.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4083   -9.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8192   -8.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1652   -4.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4528   -4.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7393   -4.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7401   -5.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4601   -6.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1706   -5.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3043   -3.5548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3002   -2.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0126   -2.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5836   -2.3209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7292   -2.7226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4415   -2.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1581   -2.7153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4374   -1.4814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  1  4  1  0
  1  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  3 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  2 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3361416

   ---

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: 394.52

Molecular Weight (Monoisotopic): 394.2481

AlogP: 1.73

#Rotatable Bonds: 8

Polar Surface Area: 106.27

Molecular Species: BASE

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 11.10

CX LogP: 0.89

CX LogD: -2.73

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: -0.79

References

1. Journigan VB, Mésangeau C, Vyas N, Eans SO, Cutler SJ, McLaughlin JP, Mollereau C, McCurdy CR..  (2014)  Nonpeptide small molecule agonist and antagonist original leads for neuropeptide FF1 and FF2 receptors.,  57  (21): [PMID:25268943] [10.1021/jm500989n]

Source

Source(1):

• Scientific Literature