2-Amino-4-(5-chloro-2-methyl-1H-indol-3-yl)-8-isopropyl-6-(3-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)-4H-chromene-3-carbonitrile

ID: ALA5288900

Max Phase: Preclinical

Molecular Formula: C31H26ClN5O2

Molecular Weight: 536.04

Names and Identifiers

Canonical SMILES:  Cc1[nH]c2ccc(Cl)cc2c1C1C(C#N)=C(N)Oc2c(C(C)C)cc(-c3nc4ccccc4c(=O)n3C)cc21

Standard InChI:  InChI=1S/C31H26ClN5O2/c1-15(2)20-11-17(30-36-24-8-6-5-7-19(24)31(38)37(30)4)12-22-27(23(14-33)29(34)39-28(20)22)26-16(3)35-25-10-9-18(32)13-21(25)26/h5-13,15,27,35H,34H2,1-4H3

Standard InChI Key:  YQXKTXGFDJKFMP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 44  0  0  0  0  0  0  0  0999 V2000
    2.8879   -1.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719   -1.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4507   -1.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7365   -1.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344   -0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4502    0.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1700   -0.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8846    0.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993    0.5018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4456    0.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7716    1.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0254    2.1909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8562    2.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1160    1.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9242    1.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760    1.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2166    2.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    2.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0119    1.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0174    0.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -0.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967   -1.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167   -1.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0203   -2.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4120    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317   -0.3317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446    0.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446    0.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    1.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4120    0.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    2.1524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616    1.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2776    0.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2776    0.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407   -2.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6983   -2.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6934    1.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2776    1.6390    0.0000 Cl  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
 30 38  1  0
 16 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288900

   ---

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: 536.04

Molecular Weight (Monoisotopic): 535.1775

AlogP: 6.39

#Rotatable Bonds: 3

Polar Surface Area: 109.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.34

CX LogP: 6.06

CX LogD: 6.06

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.28

Np Likeness Score: -0.81

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