1,1'-(2-hydroxy-5-methyl-1,3-phenylene)bis(methan-1-yl-1-ylidene)bis(azan-1-yl-1-ylidene)bis(5-benzoyl-4-phenylpyrimidin-2(1H)-one)

ID: ALA1098366

PubChem CID: 135923360

Max Phase: Preclinical

Molecular Formula: C43H30N6O5

Molecular Weight: 710.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(/C=N/n2cc(C(=O)c3ccccc3)c(-c3ccccc3)nc2=O)c(O)c(/C=N/n2cc(C(=O)c3ccccc3)c(-c3ccccc3)nc2=O)c1

Standard InChI:  InChI=1S/C43H30N6O5/c1-28-22-33(24-44-48-26-35(40(51)31-18-10-4-11-19-31)37(46-42(48)53)29-14-6-2-7-15-29)39(50)34(23-28)25-45-49-27-36(41(52)32-20-12-5-13-21-32)38(47-43(49)54)30-16-8-3-9-17-30/h2-27,50H,1H3/b44-24+,45-25+

Standard InChI Key:  TWSDPNFNGHOJRY-WYLAQJHRSA-N

Molfile:  

     RDKit          2D

 54 60  0  0  0  0  0  0  0  0999 V2000
   -0.2419    2.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2431    1.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723    0.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892    1.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1865    2.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4705    2.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583    0.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.0066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743   -0.4074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    0.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987   -0.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1036   -1.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3891   -1.6432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6739   -1.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8119    0.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081    0.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287   -0.3983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0912    1.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0871    2.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8007    2.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5200    2.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5206    1.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8156   -1.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5289   -1.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2453   -1.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2496   -2.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5314   -2.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8180   -2.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -1.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721    0.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4681    3.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049    0.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9062    0.0076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6218   -0.4058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192   -1.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3266   -1.6369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0433   -1.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440   -0.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280    0.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598    0.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4740   -0.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613    0.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4785    1.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4804    2.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7656    2.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0475    2.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492    1.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7535   -1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7504   -2.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637   -2.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1805   -2.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1797   -1.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4659   -1.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9033   -1.6367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
 26 27  1  0
 11 12  1  0
 27 28  2  0
 28 23  1  0
 12 23  1  0
 12 13  2  0
 14 29  2  0
 13 14  1  0
  3 30  1  0
  2  7  1  0
  6 31  1  0
 11 15  1  0
  4 32  1  0
  3  4  2  0
 32 33  2  0
 15 16  1  0
 33 34  1  0
 34 35  1  0
  7  8  2  0
 15 17  2  0
 16 18  2  0
  8  9  1  0
 34 39  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 18 19  1  0
 38 40  1  0
  9 10  1  0
 40 41  2  0
 19 20  2  0
 40 42  1  0
  4  5  1  0
 42 43  2  0
 20 21  1  0
 43 44  1  0
  2  3  1  0
 44 45  2  0
 21 22  2  0
 45 46  1  0
 22 16  1  0
 46 47  2  0
 47 42  1  0
  5  6  2  0
  6  1  1  0
 48 49  2  0
 23 24  2  0
 49 50  1  0
  1  2  2  0
 50 51  2  0
 24 25  1  0
 51 52  1  0
  9 14  1  0
 52 53  2  0
 53 48  1  0
 37 48  1  0
 25 26  2  0
 35 54  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098366

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 710.75

Molecular Weight (Monoisotopic): 710.2278

AlogP: 6.37

#Rotatable Bonds: 10

Polar Surface Area: 148.87

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.35

CX Basic pKa: 0.07

CX LogP: 7.73

CX LogD: 7.68

Aromatic Rings: 7

Heavy Atoms: 54

QED Weighted: 0.13

Np Likeness Score: -0.36

References

1. Sönmez M, Celebi M, Berber I..  (2010)  Synthesis, spectroscopic and biological studies on the new symmetric Schiff base derived from 2,6-diformyl-4-methylphenol with N-aminopyrimidine.,  45  (5): [PMID:20163896] [10.1016/j.ejmech.2010.01.035]

Source

Source(1):

• Scientific Literature