N2,N2,9-Trimethyl-9H-pyrido[2,3-b]indole-2,4-diamine

ID: ALA551867

PubChem CID: 45270840

Max Phase: Preclinical

Molecular Formula: C14H16N4

Molecular Weight: 240.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1cc(N)c2c3ccccc3n(C)c2n1

Standard InChI:  InChI=1S/C14H16N4/c1-17(2)12-8-10(15)13-9-6-4-5-7-11(9)18(3)14(13)16-12/h4-8H,1-3H3,(H2,15,16)

Standard InChI Key:  FPMJJEQPQMRTLP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   -1.9610   -0.9502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5485   -2.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935   -1.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4865   -1.2636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0655   -1.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1895   -2.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9964   -2.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6284   -1.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3735   -2.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9255   -2.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7325   -2.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4354   -1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874   -1.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514   -3.6175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -1.7052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -0.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245   -2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9610   -0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  9  1  0
  8  9  2  0
  3  4  1  0
  9 10  1  0
  8  1  1  0
 10 11  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA551867

   2-N,2-N,9-trimethylpyrido[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: 240.31

Molecular Weight (Monoisotopic): 240.1375

AlogP: 2.37

#Rotatable Bonds: 1

Polar Surface Area: 47.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.30

CX LogP: 2.34

CX LogD: 2.09

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: -0.97

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