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

ID: ALA555831

PubChem CID: 45270020

Max Phase: Preclinical

Molecular Formula: C13H14N4

Molecular Weight: 226.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1cc(N)c2c(n1)[nH]c1ccccc12

Standard InChI:  InChI=1S/C13H14N4/c1-17(2)11-7-9(14)12-8-5-3-4-6-10(8)15-13(12)16-11/h3-7H,1-2H3,(H3,14,15,16)

Standard InChI Key:  KQZIKSSBQBNFOQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -2.0466   -3.6364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341   -4.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3792   -4.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5722   -3.9498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202   -4.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2751   -5.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -5.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7140   -4.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4591   -4.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0111   -5.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8181   -5.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5210   -3.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0730   -4.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370   -6.3037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7868   -4.3914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418   -3.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3389   -5.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA555831

   2-N,2-N-dimethyl-9H-pyrido[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: 226.28

Molecular Weight (Monoisotopic): 226.1218

AlogP: 2.36

#Rotatable Bonds: 1

Polar Surface Area: 57.94

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.42

CX Basic pKa: 6.68

CX LogP: 2.11

CX LogD: 2.04

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.67

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