2-(5-{[(2S)-2-Aminobutyl]oxy}pyridin-3-yl)-8,9-dimethoxybenzo[c]-2,7-naphthyridin-4-amine

ID: ALA1097956

PubChem CID: 46192857

Max Phase: Preclinical

Molecular Formula: C23H25N5O3

Molecular Weight: 419.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](N)COc1cncc(-c2cc3c(cnc4cc(OC)c(OC)cc43)c(N)n2)c1

Standard InChI:  InChI=1S/C23H25N5O3/c1-4-14(24)12-31-15-5-13(9-26-10-15)19-6-16-17-7-21(29-2)22(30-3)8-20(17)27-11-18(16)23(25)28-19/h5-11,14H,4,12,24H2,1-3H3,(H2,25,28)/t14-/m0/s1

Standard InChI Key:  PHJGKALEAVCXAU-AWEZNQCLSA-N

Molfile:  

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    1.8455  -15.1399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6257  -19.6746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3391  -20.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1097956

   2-(5-{[(2S)-2-Aminobutyl]oxy}pyridin-3-yl)-8,9-dimethoxybenzo[c]-2,7-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: 419.49

Molecular Weight (Monoisotopic): 419.1957

AlogP: 3.56

#Rotatable Bonds: 7

Polar Surface Area: 118.40

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.57

CX LogP: 2.15

CX LogD: 0.01

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -0.44

References

1. Nittoli T, Dushin RG, Ingalls C, Cheung K, Floyd MB, Fraser H, Olland A, Hu Y, Grosu G, Han X, Arndt K, Guo B, Wissner A..  (2010)  The identification of 8,9-dimethoxy-5-(2-aminoalkoxy-pyridin-3-yl)-benzo[c][2,7]naphthyridin-4-ylamines as potent inhibitors of 3-phosphoinositide-dependent kinase-1 (PDK-1).,  45  (4): [PMID:20074837] [10.1016/j.ejmech.2009.12.036]

Source

Source(1):

• Scientific Literature