5-(2-aminoquinazolin-6-yl)-N-(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)-2-fluorobenzamide

ID: ALA3099719

PubChem CID: 58829329

Max Phase: Preclinical

Molecular Formula: C26H22FN5O2

Molecular Weight: 455.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC(=O)Nc2cc(NC(=O)c3cc(-c4ccc5nc(N)ncc5c4)ccc3F)ccc21

Standard InChI:  InChI=1S/C26H22FN5O2/c1-26(2)12-23(33)31-22-11-17(5-6-19(22)26)30-24(34)18-10-15(3-7-20(18)27)14-4-8-21-16(9-14)13-29-25(28)32-21/h3-11,13H,12H2,1-2H3,(H,30,34)(H,31,33)(H2,28,29,32)

Standard InChI Key:  CPSBEKUNRLHZKJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.8667  -14.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0414  -14.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1524  -16.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4365  -17.7799    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   16.1425  -16.1115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1362  -15.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4223  -14.8804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0125  -15.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3007  -16.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5835  -15.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3016  -14.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3024  -14.0651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5859  -13.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8672  -14.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5852  -12.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8473  -14.8666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
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  8  9  2  0
  9  4  1  0
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  5 14  1  0
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  8 15  1  0
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 20 21  2  0
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 22 23  2  0
 23 24  1  0
 24 19  2  0
 13 25  2  0
 25 29  1  0
 28 26  1  0
 26 27  2  0
 27 13  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32  2  1  0
  2 28  1  0
 31 33  2  0
 23 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3099719

   5-(2-Aminoquinazolin-6-Yl)-N-(4,4-Dimethyl-2-Oxo-1,2,3,4-Tetrahydroquinolin-7-Yl)-2-Fluorobenzamide

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: 455.49

Molecular Weight (Monoisotopic): 455.1758

AlogP: 4.89

#Rotatable Bonds: 3

Polar Surface Area: 110.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.47

CX Basic pKa: 4.04

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -0.85

References

1. Huang H, Guzman-Perez A, Acquaviva L, Berry V, Bregman H, Dovey J, Gunaydin H, Huang X, Huang L, Saffran D, Serafino R, Schneider S, Wilson C, DiMauro EF..  (2013)  Structure-based design of 2-aminopyridine oxazolidinones as potent and selective tankyrase inhibitors.,  4  (12): [PMID:24900633] [10.1021/ml4003315]

Source

Source(1):

• Scientific Literature