7-benzyl-N5,N5-dimethyl-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-1,5-diamine

ID: ALA1094728

PubChem CID: 46887826

Max Phase: Preclinical

Molecular Formula: C18H22N6

Molecular Weight: 322.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1nc2[nH]nc(N)c2c2c1CN(Cc1ccccc1)CC2

Standard InChI:  InChI=1S/C18H22N6/c1-23(2)18-14-11-24(10-12-6-4-3-5-7-12)9-8-13(14)15-16(19)21-22-17(15)20-18/h3-7H,8-11H2,1-2H3,(H3,19,20,21,22)

Standard InChI Key:  UKKOSSBKCMUUMV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -4.1744  -25.4425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568  -25.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7419  -25.4444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0284  -24.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281  -25.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376  -25.2881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7493  -24.6156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2381  -23.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9834  -23.1588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4556  -24.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7446  -23.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7484  -22.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4616  -22.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1725  -22.9755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1704  -23.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885  -22.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8915  -21.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1788  -21.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1815  -20.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8980  -20.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6133  -20.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6071  -21.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8879  -25.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1742  -26.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  5  2  0
  4 11  2  0
  5  6  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6  7  1  0
 14 16  1  0
  7  8  2  0
 16 17  1  0
  8  4  1  0
 17 18  2  0
  4  5  1  0
 18 19  1  0
  8  9  1  0
 19 20  2  0
  2  1  1  0
 20 21  1  0
 10 11  1  0
 21 22  2  0
 22 17  1  0
  1 23  1  0
 10  2  2  0
  1 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1094728

   7-benzyl-N5,N5-dimethyl-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-1,5-diamine

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: 322.42

Molecular Weight (Monoisotopic): 322.1906

AlogP: 2.16

#Rotatable Bonds: 3

Polar Surface Area: 74.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.15

CX LogP: 2.62

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -1.11

References

1. Guo C, Guzzo PR, Hadden M, Sargent BJ, Yet L, Kan Y, Palyha O, Kelly TM, Guan X, Rosko K, Gagen K, Metzger JM, Dragovic J, Lyons K, Lin LS, Nargund RP..  (2010)  Synthesis of 7-benzyl-5-(piperidin-1-yl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-1-ylamine and its analogs as bombesin receptor subtype-3 agonists.,  20  (9): [PMID:20371178] [10.1016/j.bmcl.2010.03.065]

Source

Source(1):

• Scientific Literature