N-[1-(4-chlorobenzyl)-3-pyrrolidyl]-N-(5-isoquinolyl)amine

ID: ALA375556

Cas Number: 675133-00-3

PubChem CID: 9974356

Max Phase: Preclinical

Molecular Formula: C20H20ClN3

Molecular Weight: 337.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(CN2CCC(Nc3cccc4cnccc34)C2)cc1

Standard InChI:  InChI=1S/C20H20ClN3/c21-17-6-4-15(5-7-17)13-24-11-9-18(14-24)23-20-3-1-2-16-12-22-10-8-19(16)20/h1-8,10,12,18,23H,9,11,13-14H2

Standard InChI Key:  UGWBCYQPCXKMGF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   16.3872   -9.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1037   -9.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1008   -8.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3854   -8.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6724   -9.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6747   -8.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9620   -8.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2466   -8.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2483   -9.3873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9615   -9.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3819   -7.3205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0946   -6.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8471   -7.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3965   -6.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9806   -5.9071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1747   -6.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3910   -5.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2160   -5.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6269   -5.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4512   -5.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8624   -5.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4434   -4.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6205   -4.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6874   -5.1797    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
 11 12  1  0
 12 13  1  0
  5  6  1  0
  2  3  1  0
  6  7  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
  7  8  1  0
 15 17  1  0
  3  4  2  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
  4  6  1  0
 19 20  1  0
  9 10  1  0
 20 21  2  0
 10  5  2  0
 21 22  1  0
  1  2  2  0
 22 23  2  0
 23 18  1  0
  4 11  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA375556

   N-(1-(4-chlorobenzyl)pyrrolidin-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: 337.85

Molecular Weight (Monoisotopic): 337.1346

AlogP: 4.57

#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: 8.16

CX LogP: 3.51

CX LogD: 2.69

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -1.71

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