N-(3-Morpholinopropyl)-10-nitropyrido[3,4-g]quinazolin-2-amine

ID: ALA4791275

PubChem CID: 162670403

Max Phase: Preclinical

Molecular Formula: C18H20N6O3

Molecular Weight: 368.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1c2ccncc2cc2cnc(NCCCN3CCOCC3)nc12

Standard InChI:  InChI=1S/C18H20N6O3/c25-24(26)17-15-2-4-19-11-13(15)10-14-12-21-18(22-16(14)17)20-3-1-5-23-6-8-27-9-7-23/h2,4,10-12H,1,3,5-9H2,(H,20,21,22)

Standard InChI Key:  WHJPKAMVJZBLON-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.4944  -24.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4933  -25.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2054  -26.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9151  -25.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2036  -24.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9086  -24.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6156  -24.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2010  -23.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9010  -23.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6139  -23.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3209  -23.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3161  -22.4079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5985  -22.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8944  -22.4187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5904  -21.1879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2941  -20.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0058  -21.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4854  -23.2450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4801  -22.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7804  -23.6583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7094  -20.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4211  -21.1599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4255  -21.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1332  -22.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8393  -21.9634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8331  -21.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1210  -20.7392    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 10  1  0
  9  8  1  0
  8  5  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  9  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 18 19  1  0
 18 20  2  0
  8 18  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  CHG  2  18   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4791275

   ---

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: 368.40

Molecular Weight (Monoisotopic): 368.1597

AlogP: 2.22

#Rotatable Bonds: 6

Polar Surface Area: 106.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.88

CX LogP: 1.15

CX LogD: 1.03

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: -1.42

References

1. Tazarki H,Zeinyeh W,Esvan YJ,Knapp S,Chatterjee D,Schröder M,Joerger AC,Khiari J,Josselin B,Baratte B,Bach S,Ruchaud S,Anizon F,Giraud F,Moreau P.  (2019)  New pyrido[3,4-g]quinazoline derivatives as CLK1 and DYRK1A inhibitors: synthesis, biological evaluation and binding mode analysis.,  166  [PMID:30731399] [10.1016/j.ejmech.2019.01.052]

Source

Source(1):

• Scientific Literature