2-(3-(benzo[d][1,3]dioxol-5-yl)-8-methyl-2-oxo-2Hchromen-6-yl)-3-methyl-2,3-dihydroquinazolin-4(1H)-one

ID: ALA4159670

PubChem CID: 145957123

Max Phase: Preclinical

Molecular Formula: C26H20N2O5

Molecular Weight: 440.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C2Nc3ccccc3C(=O)N2C)cc2cc(-c3ccc4c(c3)OCO4)c(=O)oc12

Standard InChI:  InChI=1S/C26H20N2O5/c1-14-9-17(24-27-20-6-4-3-5-18(20)25(29)28(24)2)10-16-11-19(26(30)33-23(14)16)15-7-8-21-22(12-15)32-13-31-21/h3-12,24,27H,13H2,1-2H3

Standard InChI Key:  CAZWRMSKNVPDGX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.3216  -21.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0296  -21.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0278  -19.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1534  -21.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1545  -20.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4438  -19.8288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8598  -21.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8632  -19.8355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4967  -22.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920  -23.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1997  -23.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9034  -23.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9124  -20.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4970  -21.0525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0254  -19.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2714  -21.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2725  -22.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0507  -22.5401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5306  -21.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0489  -21.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  6  1  0
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  7  8  2  0
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  8 11  1  0
  9 15  2  0
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 16 19  1  0
 17 18  1  0
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 20 19  1  0
  2 16  1  0
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 23 24  1  0
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 25 20  1  0
 17 26  1  0
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  4 28  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4159670

   ---

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: 440.46

Molecular Weight (Monoisotopic): 440.1372

AlogP: 4.69

#Rotatable Bonds: 2

Polar Surface Area: 81.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: ┄

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: -0.25

References

1. Singh LR, Kumar A, Upadhyay A, Gupta S, Palanati GR, Sikka K, Siddiqi MI, Yadav PN, Sashidhara KV..  (2018)  Discovery of coumarin-dihydroquinazolinone analogs as niacin receptor 1 agonist with in-vivo anti-obesity efficacy.,  152  [PMID:29709786] [10.1016/j.ejmech.2018.04.037]

Source

Source(1):

• Scientific Literature