9-(Diethoxymethyl)-N2,N2-dimethyl-9H-pyrido[2,3-b]indole-2,4-diamine

ID: ALA562978

PubChem CID: 45273433

Max Phase: Preclinical

Molecular Formula: C18H24N4O2

Molecular Weight: 328.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(OCC)n1c2ccccc2c2c(N)cc(N(C)C)nc21

Standard InChI:  InChI=1S/C18H24N4O2/c1-5-23-18(24-6-2)22-14-10-8-7-9-12(14)16-13(19)11-15(21(3)4)20-17(16)22/h7-11,18H,5-6H2,1-4H3,(H2,19,20)

Standard InChI Key:  GTVKGEIREJYVSA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.0100   -2.1022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4225   -3.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6774   -2.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4844   -2.4156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0364   -3.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7815   -3.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9745   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3425   -2.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5975   -3.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0455   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2385   -3.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5356   -2.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9835   -3.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7196   -4.7695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8434   -2.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3954   -3.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0983   -2.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0100   -1.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2955   -0.8647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7245   -0.8647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2955   -0.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5810    0.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7245   -0.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4389    0.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 13  1  0
 12  8  1  0
  4  5  2  0
  1  3  1  0
 12 13  2  0
  5  6  1  0
  7 14  1  0
  5 15  1  0
  6  7  2  0
 15 16  1  0
  7  2  1  0
 15 17  1  0
  2  3  2  0
  1 18  1  0
  2  9  1  0
 18 19  1  0
  8  9  2  0
 18 20  1  0
  3  4  1  0
 19 21  1  0
  9 10  1  0
 21 22  1  0
  8  1  1  0
 20 23  1  0
 10 11  2  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA562978

   9-(diethoxymethyl)-2-N,2-N-dimethylpyrido[2,3-b]indole-2,4-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: 328.42

Molecular Weight (Monoisotopic): 328.1899

AlogP: 3.37

#Rotatable Bonds: 6

Polar Surface Area: 65.54

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.20

CX LogP: 3.67

CX LogD: 3.46

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: -0.68

References

1. Willemann C, Grünert R, Bednarski PJ, Troschütz R..  (2009)  Synthesis and cytotoxic activity of 5,6-heteroaromatically annulated pyridine-2,4-diamines.,  17  (13): [PMID:19481463] [10.1016/j.bmc.2009.05.016]

Source

Source(1):

• Scientific Literature