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

ID: ALA4475476

PubChem CID: 155538072

Max Phase: Preclinical

Molecular Formula: C17H26ClN3

Molecular Weight: 307.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN([C@@H]2C[C@@H]2CCNCc2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C17H26ClN3/c1-20-8-10-21(11-9-20)17-12-15(17)6-7-19-13-14-2-4-16(18)5-3-14/h2-5,15,17,19H,6-13H2,1H3/t15-,17+/m0/s1

Standard InChI Key:  XPDQKBVFGXKRBJ-DOTOQJQBSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   18.5485  -18.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3734  -18.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9609  -17.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0929  -18.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8089  -18.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8332  -18.7075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5245  -18.7020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2377  -18.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9531  -18.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9529  -19.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6675  -19.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3817  -19.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3768  -18.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6615  -18.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0976  -19.9274    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.1194  -18.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4061  -18.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4054  -19.5346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1243  -19.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8437  -19.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6913  -19.9474    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
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475476

   ---

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: 307.87

Molecular Weight (Monoisotopic): 307.1815

AlogP: 2.46

#Rotatable Bonds: 6

Polar Surface Area: 18.51

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.55

CX LogP: 2.53

CX LogD: -0.57

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -0.62

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