N1-cyclopropyl-N4-(5-isoquinolyl)-1,4-cyclohexanediamine

ID: ALA224361

Cas Number: 919120-69-7

PubChem CID: 9835432

Max Phase: Preclinical

Molecular Formula: C18H23N3

Molecular Weight: 281.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cc(N[C@H]2CC[C@H](NC3CC3)CC2)c2ccncc2c1

Standard InChI:  InChI=1S/C18H23N3/c1-2-13-12-19-11-10-17(13)18(3-1)21-16-8-6-15(7-9-16)20-14-4-5-14/h1-3,10-12,14-16,20-21H,4-9H2/t15-,16-

Standard InChI Key:  VWRPPJRHTCKDIP-WKILWMFISA-N

Molfile:  

     RDKit          2D

 21 24  0  0  1  0  0  0  0  0999 V2000
   13.1322   -5.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8475   -6.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5645   -5.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5616   -5.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1334   -5.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8447   -4.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8426   -3.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1301   -3.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4181   -3.8420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4236   -4.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2747   -4.6465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9916   -5.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9929   -5.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7057   -6.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4213   -5.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4194   -5.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7019   -4.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1366   -6.2890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1374   -7.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7279   -7.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5535   -7.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  5  1  0
  1  2  1  0
  4 11  1  0
  5  1  2  0
 12 11  1  1
 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
 15 18  1  6
  8  9  1  0
 18 19  1  0
 20 19  1  0
 21 20  1  0
 19 21  1  0
  4  6  2  0
  9 10  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA224361

   N1-cyclopropyl-N4-(5-isoquinolyl)-1,4-cyclohexanediamine

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: 281.40

Molecular Weight (Monoisotopic): 281.1892

AlogP: 3.71

#Rotatable Bonds: 4

Polar Surface Area: 36.95

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.46

CX LogP: 2.42

CX LogD: -0.42

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: -0.92

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