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

ID: ALA237905

PubChem CID: 44434743

Max Phase: Preclinical

Molecular Formula: C17H24N4O

Molecular Weight: 300.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc(NC2(CCCN)CC2)c2ncccc2n1

Standard InChI:  InChI=1S/C17H24N4O/c1-12(2)22-15-11-14(16-13(20-15)5-3-10-19-16)21-17(7-8-17)6-4-9-18/h3,5,10-12H,4,6-9,18H2,1-2H3,(H,20,21)

Standard InChI Key:  AWBCKTDLOMMEFS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.9823   -5.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5743   -5.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1630   -5.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1473   -2.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1460   -3.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -3.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8571   -2.3098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5752   -2.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5763   -3.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2922   -3.9569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0076   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0026   -2.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2860   -2.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -2.3106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -4.7881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2888   -4.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0036   -5.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7177   -4.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4326   -5.1975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7183   -2.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0035   -2.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7190   -3.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
  5  6  1  0
 11 12  1  0
  6  9  2  0
 12 13  2  0
 13  8  1  0
  3  2  1  0
  4 14  1  0
  8  7  2  0
  6 15  1  0
 15  2  1  0
  7  4  1  0
  2 16  1  0
  1  3  1  0
 16 17  1  0
 17 18  1  0
  8  9  1  0
 18 19  1  0
  4  5  2  0
 14 20  1  0
  9 10  1  0
 20 21  1  0
  2  1  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA237905

   N-[1-(3-aminopropyl)cyclopropyl]-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: 300.41

Molecular Weight (Monoisotopic): 300.1950

AlogP: 3.10

#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: 2.15

CX LogD: -0.45

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.82

Np Likeness Score: -0.55

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