(E)-2-(4-Ethoxyphenyl)-N'-hydroxy-9-(naphthalen-1-yl)-8-oxo-8,9-dihydro-7H-purine-6-carboximidamide

ID: ALA4534050

PubChem CID: 155547011

Max Phase: Preclinical

Molecular Formula: C24H20N6O3

Molecular Weight: 440.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1ccc(-c2nc(/C(N)=N\O)c3[nH]c(=O)n(-c4cccc5ccccc45)c3n2)cc1

Standard InChI:  InChI=1S/C24H20N6O3/c1-2-33-16-12-10-15(11-13-16)22-26-19(21(25)29-32)20-23(28-22)30(24(31)27-20)18-9-5-7-14-6-3-4-8-17(14)18/h3-13,32H,2H2,1H3,(H2,25,29)(H,27,31)

Standard InChI Key:  KPVCWUBDOMTXQA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.9957   -5.3474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7053   -4.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7025   -4.1153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9939   -3.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2876   -4.9385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2888   -4.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5083   -3.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0247   -4.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5063   -5.1910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2075   -4.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2557   -5.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4593   -6.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2079   -6.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7484   -7.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4137   -5.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4101   -6.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1176   -6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8257   -6.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8217   -5.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1137   -4.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9879   -2.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5346   -6.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5369   -7.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2458   -7.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2772   -2.4898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6925   -2.4794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7985   -6.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5419   -7.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0791   -7.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8730   -7.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1269   -6.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5880   -6.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5725   -2.9036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 11 27  1  0
 12 13  1  0
 13 14  2  0
 14 28  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  4 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 21 25  2  0
 21 26  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 27  2  0
 25 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534050

   ---

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: 440.46

Molecular Weight (Monoisotopic): 440.1597

AlogP: 3.42

#Rotatable Bonds: 5

Polar Surface Area: 131.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.17

CX Basic pKa: 0.62

CX LogP: 4.68

CX LogD: 4.67

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.17

Np Likeness Score: -1.24

References

1. Huang MR, Hsu YL, Lin TC, Cheng TJ, Li LW, Tseng YW, Chou YS, Liu JH, Pan SH, Fang JM, Wong CH..  (2019)  Structure-guided development of purine amide, hydroxamate, and amidoxime for the inhibition of non-small cell lung cancer.,  181  [PMID:31376567] [10.1016/j.ejmech.2019.07.054]

Source

Source(1):

• Scientific Literature