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

ID: ALA4460807

PubChem CID: 155527684

Max Phase: Preclinical

Molecular Formula: C18H20N6O2

Molecular Weight: 352.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)N(/C=N/c1ncc2cc3cnccc3c([N+](=O)[O-])c2n1)C(C)C

Standard InChI:  InChI=1S/C18H20N6O2/c1-11(2)23(12(3)4)10-21-18-20-9-14-7-13-8-19-6-5-15(13)17(24(25)26)16(14)22-18/h5-12H,1-4H3/b21-10+

Standard InChI Key:  VYKVNGHQGYSPBP-UFFVCSGVSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   15.2776   -7.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2764   -8.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9845   -8.4140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6941   -8.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9827   -6.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6877   -7.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3905   -6.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9800   -5.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2706   -5.5615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2670   -4.7443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5646   -5.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6800   -5.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3889   -5.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0917   -5.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0869   -4.7351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3734   -4.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6735   -4.7460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3653   -3.5151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0689   -3.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0608   -2.2823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7644   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3491   -1.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4762   -2.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7563   -1.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3410   -1.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6455   -2.2964    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  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 21 23  1  0
 21 24  1  0
 22 25  1  0
 22 26  1  0
M  CHG  2   9   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4460807

   ---

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: 352.40

Molecular Weight (Monoisotopic): 352.1648

AlogP: 3.86

#Rotatable Bonds: 5

Polar Surface Area: 97.41

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.21

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: -0.55

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