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

ID: ALA5285667

Max Phase: Preclinical

Molecular Formula: C31H27N5O2

Molecular Weight: 501.59

Names and Identifiers

Canonical SMILES:  Cc1[nH]c2ccccc2c1C1C(C#N)=C(N)Oc2c1cc(-c1nc3ccccc3c(=O)[nH]1)cc2C(C)(C)C

Standard InChI:  InChI=1S/C31H27N5O2/c1-16-25(18-9-5-7-11-23(18)34-16)26-20-13-17(29-35-24-12-8-6-10-19(24)30(37)36-29)14-22(31(2,3)4)27(20)38-28(33)21(26)15-32/h5-14,26,34H,33H2,1-4H3,(H,35,36,37)

Standard InChI Key:  GRJJYERIHNQHKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 38 43  0  0  0  0  0  0  0  0999 V2000
    3.2272   -1.3555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5113   -0.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -1.3613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0757   -0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0736   -0.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7895    0.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5093   -0.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2240    0.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9387    0.7094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849    1.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1109    1.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647    2.3986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1955    2.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    1.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2636    1.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8154    2.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560    2.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7447    3.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271    1.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565    0.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -0.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -1.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3595   -2.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    0.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926   -0.1242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    1.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905    1.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    1.1215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905    2.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2227    1.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387    1.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387    0.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2227   -0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0799   -2.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -2.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3595   -3.0238    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
 24 37  1  0
 24 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285667

   ---

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: 501.59

Molecular Weight (Monoisotopic): 501.2165

AlogP: 5.90

#Rotatable Bonds: 2

Polar Surface Area: 120.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.94

CX Basic pKa: 4.08

CX LogP: 5.53

CX LogD: 5.44

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.28

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