N,N-Dimethyl-N'-(10-nitropyrido[3,4-g]quinazolin-2-yl)methanediamine

ID: ALA4558273

PubChem CID: 155557697

Max Phase: Preclinical

Molecular Formula: C14H14N6O2

Molecular Weight: 298.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CNc1ncc2cc3cnccc3c([N+](=O)[O-])c2n1

Standard InChI:  InChI=1S/C14H14N6O2/c1-19(2)8-17-14-16-7-10-5-9-6-15-4-3-11(9)13(20(21)22)12(10)18-14/h3-7H,8H2,1-2H3,(H,16,17,18)

Standard InChI Key:  LORPFKLOQLLJSH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   21.6913   -6.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6902   -7.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3982   -7.6876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1079   -7.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3964   -6.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1014   -6.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8042   -6.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3938   -5.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6843   -4.8351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6807   -4.0179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9784   -5.2468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0937   -4.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8026   -5.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5054   -4.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5006   -4.0087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7871   -3.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0872   -4.0196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7790   -2.7887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4826   -2.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4745   -1.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1782   -1.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7628   -1.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  1  1  0
  5  6  1  0
  6  7  2  0
  7 13  1  0
 12  8  1  0
  8  5  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 12  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
M  CHG  2   9   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4558273

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 298.31

Molecular Weight (Monoisotopic): 298.1178

AlogP: 2.02

#Rotatable Bonds: 4

Polar Surface Area: 97.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.89

CX Basic pKa: 5.52

CX LogP: 1.42

CX LogD: 1.41

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.34

Np Likeness Score: -0.84

References

1. Zeinyeh W, Esvan YJ, Josselin B, Baratte B, Bach S, Nauton L, Théry V, Ruchaud S, Anizon F, Giraud F, Moreau P..  (2019)  Kinase inhibitions in pyrido[4,3-h] and [3,4-g]quinazolines: Synthesis, SAR and molecular modeling studies.,  27  (10): [PMID:30967303] [10.1016/j.bmc.2019.04.005]

Source

Source(1):

• Scientific Literature