2-Amino-8-ethyl-4-(2-methyl-1H-indol-3-yl)-6-(4-oxo-3,4-dihydroquinazolin-2-yl)-4H-chromene-3-carbonitrile

ID: ALA5278983

Max Phase: Preclinical

Molecular Formula: C29H23N5O2

Molecular Weight: 473.54

Names and Identifiers

Canonical SMILES:  CCc1cc(-c2nc3ccccc3c(=O)[nH]2)cc2c1OC(N)=C(C#N)C2c1c(C)[nH]c2ccccc12

Standard InChI:  InChI=1S/C29H23N5O2/c1-3-16-12-17(28-33-23-11-7-5-9-19(23)29(35)34-28)13-20-25(21(14-30)27(31)36-26(16)20)24-15(2)32-22-10-6-4-8-18(22)24/h4-13,25,32H,3,31H2,1-2H3,(H,33,34,35)

Standard InChI Key:  BCVUSTSRWNAOBO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 41  0  0  0  0  0  0  0  0999 V2000
    3.2270   -1.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5110   -1.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7898   -1.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0756   -1.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0736   -0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7893    0.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -0.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2237    0.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384    0.5018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7847    0.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1107    1.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3645    2.1909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1953    2.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4551    1.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2633    1.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152    1.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557    2.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7445    2.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271    1.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565    0.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586   -0.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3576   -1.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -1.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3594   -2.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926   -0.3317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054    0.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054    0.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7904    1.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    0.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7904    2.1524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225    1.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9384    0.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9384    0.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -0.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591   -2.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  2  0
  5  6  1  0
  2  7  2  0
  7  6  1  0
  7  8  1  0
  9  8  3  0
 10  6  1  0
 11 10  2  0
 12 11  1  0
 13 12  1  0
 14 13  2  0
 14 10  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 13 18  1  0
 19 11  1  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  4 23  1  0
 24 23  1  0
 25 21  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 28 29  1  0
 25 30  1  0
 30 29  1  0
 31 29  2  0
 28 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 27 35  1  0
 24 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278983

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 473.54

Molecular Weight (Monoisotopic): 473.1852

AlogP: 5.16

#Rotatable Bonds: 3

Polar Surface Area: 120.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.94

CX Basic pKa: 4.11

CX LogP: 4.94

CX LogD: 4.85

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.33

Np Likeness Score: -0.78

References

1. Sardar A, Ansari A, Gupta S, Sinha S, Pandey S, Rai D, Kumar M, Bhatta RS, Trivedi R, Sashidhara KV..  (2022)  Design, synthesis and biological evaluation of new quinazolinone-benzopyran-indole hybrid compounds promoting osteogenesis through BMP2 upregulation.,  244  [PMID:36219902] [10.1016/j.ejmech.2022.114813]

Source

Source(1):

• Scientific Literature