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

ID: ALA4567017

PubChem CID: 155543876

Max Phase: Preclinical

Molecular Formula: C18H22N6O2

Molecular Weight: 354.41

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H22N6O2/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/h5-9,11-12H,10H2,1-4H3,(H,20,21,22)

Standard InChI Key:  LXUNDGNXUXEVRX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   27.5396   -7.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5384   -7.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2465   -8.2654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9561   -7.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2447   -6.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9497   -7.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6525   -6.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2420   -5.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5326   -5.4129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5290   -4.5958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8266   -5.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9420   -5.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6509   -5.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3537   -5.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3489   -4.5865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6354   -4.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9355   -4.5974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6273   -3.3665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3309   -2.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3228   -2.1337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0264   -1.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6111   -1.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7382   -2.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0183   -0.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6030   -0.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9075   -2.1478    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
 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:

   

   ALA4567017

   ---

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: 354.41

Molecular Weight (Monoisotopic): 354.1804

AlogP: 3.57

#Rotatable Bonds: 6

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: 12.84

CX Basic pKa: 6.65

CX LogP: 2.96

CX LogD: 2.89

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.31

Np Likeness Score: -0.91

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