N-(5-amino-2-methylpentan-2-yl)-2-isopropoxy-1,5-naphthyridin-4-amine

ID: ALA237690

PubChem CID: 44434739

Max Phase: Preclinical

Molecular Formula: C17H26N4O

Molecular Weight: 302.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc(NC(C)(C)CCCN)c2ncccc2n1

Standard InChI:  InChI=1S/C17H26N4O/c1-12(2)22-15-11-14(21-17(3,4)8-6-9-18)16-13(20-15)7-5-10-19-16/h5,7,10-12H,6,8-9,18H2,1-4H3,(H,20,21)

Standard InChI Key:  PGCWPMRZMANGKV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    8.5188    2.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5175    1.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2305    1.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2286    2.8787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9467    2.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9477    1.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6637    1.2314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3791    1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3740    2.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6575    2.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8041    2.8778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0899    2.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2313    0.4004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9461   -0.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6562   -0.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3584    0.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5381   -0.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3708   -0.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0851   -0.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7997   -0.0096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3750    2.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0906    1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  2  3  1  0
 11 12  1  0
  5  6  1  0
  3 13  1  0
  3  6  2  0
 13 14  1  0
  6  7  1  0
 14 15  1  0
  1  2  2  0
 14 16  1  0
  7  8  2  0
 14 17  1  0
  5  4  2  0
 15 18  1  0
  8  9  1  0
 18 19  1  0
  4  1  1  0
 19 20  1  0
  9 10  2  0
 12 21  1  0
 10  5  1  0
 12 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA237690

   4-methyl-4-N-(2-propan-2-yloxy-1,5-naphthyridin-4-yl)pentane-1,4-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: 302.42

Molecular Weight (Monoisotopic): 302.2107

AlogP: 3.35

#Rotatable Bonds: 7

Polar Surface Area: 73.06

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.20

CX LogP: 2.46

CX LogD: -0.14

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.82

Np Likeness Score: -0.67

References

1. Zhu S, Zhang Q, Gudise C, Meng L, Wei L, Smith E, Kong Y..  (2007)  Synthesis and evaluation of naphthyridine compounds as antimalarial agents.,  17  (22): [PMID:17900897] [10.1016/j.bmcl.2007.09.044]

Source

Source(1):

• Scientific Literature