3-ethyl-2-(methylthio)-3H-spiro[benzo[h]quinazoline-5,1'-cyclohexan]-4(6H)-one

ID: ALA5270085

Max Phase: Preclinical

Molecular Formula: C20H24N2OS

Molecular Weight: 340.49

Names and Identifiers

Canonical SMILES:  CCn1c(SC)nc2c(c1=O)C1(CCCCC1)Cc1ccccc1-2

Standard InChI:  InChI=1S/C20H24N2OS/c1-3-22-18(23)16-17(21-19(22)24-2)15-10-6-5-9-14(15)13-20(16)11-7-4-8-12-20/h5-6,9-10H,3-4,7-8,11-13H2,1-2H3

Standard InChI Key:  AFGDRVXPCMLENL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.0672   -0.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3528   -1.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3528   -1.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672   -2.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7816   -1.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3537   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3613   -0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3613   -1.4435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747   -0.2048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7891   -0.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5036   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    1.0324    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    1.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581    1.0309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3537    0.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    1.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -0.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036    1.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036    1.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    2.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    1.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 17 16  1  0
  7 17  2  0
 18 17  1  0
 19 18  1  0
 19 20  1  0
 20  2  1  0
 21 19  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 18 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5270085

   ---

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: 340.49

Molecular Weight (Monoisotopic): 340.1609

AlogP: 4.41

#Rotatable Bonds: 2

Polar Surface Area: 34.89

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.09

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.60

Np Likeness Score: -1.07

References

1. Bora D, Kaushal A, Shankaraiah N..  (2021)  Anticancer potential of spirocompounds in medicinal chemistry: A pentennial expedition.,  215  [PMID:33601313] [10.1016/j.ejmech.2021.113263]

Source

Source(1):

• Scientific Literature