N-(2-methoxyphenyl)-4-(3-(4-oxo-3,4-dihydroquinazolin-2-yl)propanamido)benzamide

ID: ALA2314698

Cas Number: 869474-43-1

PubChem CID: 135566794

Product Number: W417934, Order Now?

Max Phase: Preclinical

Molecular Formula: C25H22N4O4

Molecular Weight: 442.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1NC(=O)c1ccc(NC(=O)CCc2nc3ccccc3c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C25H22N4O4/c1-33-21-9-5-4-8-20(21)28-24(31)16-10-12-17(13-11-16)26-23(30)15-14-22-27-19-7-3-2-6-18(19)25(32)29-22/h2-13H,14-15H2,1H3,(H,26,30)(H,28,31)(H,27,29,32)

Standard InChI Key:  WWKKOAKRYQQEBT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    2.6441   -9.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430  -10.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3510  -10.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3492   -8.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0579   -9.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612  -10.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7697  -10.6157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4793  -10.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4759   -9.3841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7629   -8.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7585   -8.1573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1881  -10.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1904  -11.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8992  -11.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9014  -12.6525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6058  -11.4248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6102  -13.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6101  -13.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3181  -14.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0256  -13.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0208  -13.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3122  -12.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7350  -14.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7383  -15.0957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4410  -13.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4477  -15.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4466  -16.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1551  -16.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8621  -16.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8562  -15.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1471  -15.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7393  -16.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0311  -16.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 27 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2314698

   ---

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: 442.48

Molecular Weight (Monoisotopic): 442.1641

AlogP: 3.76

#Rotatable Bonds: 7

Polar Surface Area: 113.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.91

CX Basic pKa: 5.40

CX LogP: 2.97

CX LogD: 2.98

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -1.55

References

1. Bregman H, Gunaydin H, Gu Y, Schneider S, Wilson C, DiMauro EF, Huang X..  (2013)  Discovery of a class of novel tankyrase inhibitors that bind to both the nicotinamide pocket and the induced pocket.,  56  (3): [PMID:23316926] [10.1021/jm301607v]

2. Hua Z, Bregman H, Buchanan JL, Chakka N, Guzman-Perez A, Gunaydin H, Huang X, Gu Y, Berry V, Liu J, Teffera Y, Huang L, Egge B, Emkey R, Mullady EL, Schneider S, Andrews PS, Acquaviva L, Dovey J, Mishra A, Newcomb J, Saffran D, Serafino R, Strathdee CA, Turci SM, Stanton M, Wilson C, Dimauro EF..  (2013)  Development of novel dual binders as potent, selective, and orally bioavailable tankyrase inhibitors.,  56  (24): [PMID:24294969] [10.1021/jm401317z]

3. Liu Z, Wang P, Wold EA, Song Q, Zhao C, Wang C, Zhou J..  (2021)  Small-Molecule Inhibitors Targeting the Canonical WNT Signaling Pathway for the Treatment of Cancer.,  64  (8.0): [PMID:33822624] [10.1021/acs.jmedchem.0c01799]

Source

Source(1):

• Scientific Literature