N-[1-(2-chlorobenzyl)-3-piperidyl]-N-(5-isoquinolyl)amine

ID: ALA224508

Cas Number: 675133-18-3

PubChem CID: 10020867

Max Phase: Preclinical

Molecular Formula: C21H22ClN3

Molecular Weight: 351.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccccc1CN1CCCC(Nc2cccc3cnccc23)C1

Standard InChI:  InChI=1S/C21H22ClN3/c22-20-8-2-1-5-17(20)14-25-12-4-7-18(15-25)24-21-9-3-6-16-13-23-11-10-19(16)21/h1-3,5-6,8-11,13,18,24H,4,7,12,14-15H2

Standard InChI Key:  IYIMBHGTGWSTKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    4.5052  -17.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205  -17.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9375  -17.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9347  -16.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063  -16.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2176  -16.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2156  -15.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5030  -15.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909  -15.5306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7965  -16.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6478  -16.3351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3647  -16.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3660  -17.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0789  -17.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7945  -17.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7925  -16.7390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0751  -16.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5070  -16.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2226  -16.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2189  -17.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9337  -17.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6491  -17.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6453  -16.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9301  -16.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9246  -15.4952    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 12 13  1  0
  5  6  1  0
  2  3  2  0
  6  7  1  0
  7  8  2  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  3  4  1  0
 16 18  1  0
  8  9  1  0
 18 19  1  0
  4  6  2  0
 19 20  2  0
  9 10  2  0
 20 21  1  0
 10  5  1  0
 21 22  2  0
  1  2  1  0
 22 23  1  0
  4 11  1  0
 23 24  2  0
 24 19  1  0
  5  1  2  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA224508

   N-(1-(2-chlorobenzyl)piperidin-3-yl)isoquinolin-5-amine

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: 351.88

Molecular Weight (Monoisotopic): 351.1502

AlogP: 4.96

#Rotatable Bonds: 4

Polar Surface Area: 28.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.10

CX LogP: 4.03

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.75

References

1. Iwakubo M, Takami A, Okada Y, Kawata T, Tagami Y, Sato M, Sugiyama T, Fukushima K, Taya S, Amano M, Kaibuchi K, Iijima H..  (2007)  Design and synthesis of rho kinase inhibitors (III).,  15  (2): [PMID:17084087] [10.1016/j.bmc.2006.10.028]

2. Qin J, Lei B, Xi L, Liu H, Yao X..  (2010)  Molecular modeling studies of Rho kinase inhibitors using molecular docking and 3D-QSAR analysis.,  45  (7): [PMID:20347188] [10.1016/j.ejmech.2010.02.059]

Source

Source(1):

• Scientific Literature