N-(1-isopentyl-3-pyrrolidyl)-N-(5-isoquinolyl)amine

ID: ALA375736

PubChem CID: 17838150

Max Phase: Preclinical

Molecular Formula: C19H27N3

Molecular Weight: 297.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCN1CCCC(Nc2cccc3cnccc23)C1

Standard InChI:  InChI=1S/C19H27N3/c1-15(2)9-12-22-11-4-6-17(14-22)21-19-7-3-5-16-13-20-10-8-18(16)19/h3,5,7-8,10,13,15,17,21H,4,6,9,11-12,14H2,1-2H3

Standard InChI Key:  XKFVECMYSQQWFL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -4.3693  -16.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544  -17.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9380  -16.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9409  -15.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3681  -15.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6573  -15.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6593  -14.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3714  -14.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0829  -14.7058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0774  -15.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2283  -15.5096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119  -15.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5106  -16.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7983  -17.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0834  -16.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853  -15.9132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8022  -15.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286  -15.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436  -15.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0576  -15.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7726  -15.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565  -14.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  4 11  1  0
  5  1  2  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  1  0
  9 10  2  0
 20 21  1  0
 10  5  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA375736

   N-(1-isopentylpiperidin-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: 297.45

Molecular Weight (Monoisotopic): 297.2205

AlogP: 4.16

#Rotatable Bonds: 5

Polar Surface Area: 28.16

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.75

CX LogP: 3.31

CX LogD: 0.99

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.90

Np Likeness Score: -1.30

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