(S)-N-(2,3-dihydro-1H-inden-1-yl)-4-(4-oxo-3,4-dihydroquinazolin-2-yl)butanamide

ID: ALA3092532

PubChem CID: 135901561

Max Phase: Preclinical

Molecular Formula: C21H21N3O2

Molecular Weight: 347.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCc1nc2ccccc2c(=O)[nH]1)N[C@H]1CCc2ccccc21

Standard InChI:  InChI=1S/C21H21N3O2/c25-20(23-18-13-12-14-6-1-2-7-15(14)18)11-5-10-19-22-17-9-4-3-8-16(17)21(26)24-19/h1-4,6-9,18H,5,10-13H2,(H,23,25)(H,22,24,26)/t18-/m0/s1

Standard InChI Key:  WBMCWVNIVPRCRG-SFHVURJKSA-N

Molfile:  

     RDKit          2D

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   25.6397   -3.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6397   -4.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3498   -4.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3498   -3.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0609   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0593   -4.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7780   -4.6669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4935   -4.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4935   -3.4268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7770   -3.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7770   -2.1921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2044   -4.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9133   -4.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6230   -4.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3325   -4.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0419   -4.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3325   -3.4356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0418   -3.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1270   -2.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9266   -2.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1764   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6278   -0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8292   -0.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5808   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7895   -3.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3350   -2.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 18 17  1  6
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 18 25  1  0
 20 26  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3092532

   ---

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: 347.42

Molecular Weight (Monoisotopic): 347.1634

AlogP: 3.05

#Rotatable Bonds: 5

Polar Surface Area: 74.85

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.95

CX Basic pKa: 5.87

CX LogP: 2.73

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -1.06

References

1. Lindgren AE, Karlberg T, Ekblad T, Spjut S, Thorsell AG, Andersson CD, Nhan TT, Hellsten V, Weigelt J, Linusson A, Schüler H, Elofsson M..  (2013)  Chemical probes to study ADP-ribosylation: synthesis and biochemical evaluation of inhibitors of the human ADP-ribosyltransferase ARTD3/PARP3.,  56  (23): [PMID:24188023] [10.1021/jm401394u]

Source

Source(1):

• Scientific Literature