N-(1-(3-aminopropyl)cyclopropyl)-2-isopropoxy-6-methoxy-1,5-naphthyridin-4-amine

ID: ALA391338

PubChem CID: 44434749

Max Phase: Preclinical

Molecular Formula: C18H26N4O2

Molecular Weight: 330.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(OC(C)C)cc(NC3(CCCN)CC3)c2n1

Standard InChI:  InChI=1S/C18H26N4O2/c1-12(2)24-16-11-14(22-18(8-9-18)7-4-10-19)17-13(20-16)5-6-15(21-17)23-3/h5-6,11-12H,4,7-10,19H2,1-3H3,(H,20,22)

Standard InChI Key:  KAGGEKQCFLLOOX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.8917   -8.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -7.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0684   -8.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0522   -4.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0510   -5.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7639   -6.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7619   -4.5074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801   -4.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4812   -5.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1971   -6.1545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9124   -5.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9073   -4.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1909   -4.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375   -4.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6234   -4.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7647   -6.9856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9086   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -5.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6286   -6.1486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3413   -5.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1937   -6.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9085   -7.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6226   -6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3375   -7.3947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 14 15  1  0
  8  9  1  0
  6 16  1  0
  6  9  2  0
  9 10  1  0
  4  5  2  0
 10 11  2  0
  8  7  2  0
 11 12  1  0
  7  4  1  0
 12 13  2  0
 15 17  1  0
 13  8  1  0
 15 18  1  0
 11 19  1  0
  4 14  1  0
 19 20  1  0
 16  2  1  0
  2 21  1  0
  2  1  1  0
 21 22  1  0
  3  2  1  0
 22 23  1  0
  1  3  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA391338

   N-[1-(3-aminopropyl)cyclopropyl]-6-methoxy-2-propan-2-yloxy-1,5-naphthyridin-4-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: 330.43

Molecular Weight (Monoisotopic): 330.2056

AlogP: 3.11

#Rotatable Bonds: 8

Polar Surface Area: 82.29

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.20

CX LogP: 2.59

CX LogD: -0.02

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.58

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