(S)-N-(5-((2,4-Dioxo-3,4-dihydroquinazolin-1(2H)-yl)methyl)-2-fluoropyridin-3-yl)-1-(3,3,3-trifluoropropyl)pyrrolidine-3-carboxamide

ID: ALA4083291

PubChem CID: 137648174

Max Phase: Preclinical

Molecular Formula: C22H21F4N5O3

Molecular Weight: 479.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(Cn2c(=O)[nH]c(=O)c3ccccc32)cnc1F)[C@H]1CCN(CCC(F)(F)F)C1

Standard InChI:  InChI=1S/C22H21F4N5O3/c23-18-16(28-19(32)14-5-7-30(12-14)8-6-22(24,25)26)9-13(10-27-18)11-31-17-4-2-1-3-15(17)20(33)29-21(31)34/h1-4,9-10,14H,5-8,11-12H2,(H,28,32)(H,29,33,34)/t14-/m0/s1

Standard InChI Key:  LLBQUOHKCAYWBR-AWEZNQCLSA-N

Molfile:  

     RDKit          2D

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   17.1032  -14.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7878  -12.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0928  -12.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3747  -12.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0467  -14.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5331  -11.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2937  -14.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6042  -13.7379    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 20 21  1  0
 16 20  1  0
 11 14  1  0
 12 33  1  0
 33  2  1  0
  2 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4083291

   ---

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: 479.43

Molecular Weight (Monoisotopic): 479.1581

AlogP: 2.49

#Rotatable Bonds: 6

Polar Surface Area: 100.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.62

CX Basic pKa: 8.18

CX LogP: 2.01

CX LogD: 1.31

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: -1.64

References

1. Zhao H, Ji M, Cui G, Zhou J, Lai F, Chen X, Xu B..  (2017)  Discovery of novel quinazoline-2,4(1H,3H)-dione derivatives as potent PARP-2 selective inhibitors.,  25  (15): [PMID:28622906] [10.1016/j.bmc.2017.05.052]

Source

Source(1):

• Scientific Literature