(1R,2S)-2-N-(4-chlorobenzyl)aminoethyl-1-(1-piperazinyl)cyclopropane

ID: ALA4475673

PubChem CID: 155537946

Max Phase: Preclinical

Molecular Formula: C16H24ClN3

Molecular Weight: 293.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(CNCC[C@H]2C[C@H]2N2CCNCC2)cc1

Standard InChI:  InChI=1S/C16H24ClN3/c17-15-3-1-13(2-4-15)12-19-6-5-14-11-16(14)20-9-7-18-8-10-20/h1-4,14,16,18-19H,5-12H2/t14-,16+/m0/s1

Standard InChI Key:  MSYBCGMSCHELMS-GOEBONIOSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   18.2112   -7.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0357   -7.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6235   -6.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7549   -7.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4706   -7.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4961   -7.5897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1857   -7.5842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8986   -7.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6137   -7.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6136   -8.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3278   -8.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0417   -8.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0367   -7.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3219   -7.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7574   -8.8091    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.7826   -7.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0698   -7.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0691   -8.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7875   -8.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5067   -8.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  3  1  0
  2  4  1  6
  4  5  1  0
  1  6  1  6
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
  6 16  1  0
  6 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475673

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 293.84

Molecular Weight (Monoisotopic): 293.1659

AlogP: 2.11

#Rotatable Bonds: 6

Polar Surface Area: 27.30

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.73

CX LogP: 2.15

CX LogD: -1.84

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -0.47

References

1. Watanabe M, Kobayashi T, Ito Y, Fukuda H, Yamada S, Arisawa M, Shuto S..  (2018)  Design and synthesis of histamine H₃/H₄ receptor ligands with a cyclopropane scaffold.,  28  (23-24): [PMID:30385161] [10.1016/j.bmcl.2018.10.041]

Source

Source(1):

• Scientific Literature