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

ID: ALA4084234

PubChem CID: 137645856

Max Phase: Preclinical

Molecular Formula: C21H20F3N5O5

Molecular Weight: 365.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cncc(Cn2c(=O)[nH]c(=O)c3ccccc32)c1)[C@H]1CCNC1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C19H19N5O3.C2HF3O2/c25-17(13-5-6-20-9-13)22-14-7-12(8-21-10-14)11-24-16-4-2-1-3-15(16)18(26)23-19(24)27;3-2(4,5)1(6)7/h1-4,7-8,10,13,20H,5-6,9,11H2,(H,22,25)(H,23,26,27);(H,6,7)/t13-;/m0./s1

Standard InChI Key:  OZFNCSOXXCHQLW-ZOWNYOTGSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
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   12.0309  -10.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6219  -11.6197    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   12.9157  -14.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1692  -13.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2554  -13.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4591  -14.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4570  -15.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3328  -15.5769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9230  -13.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9210  -13.1217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6311  -12.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6332  -11.8977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9252  -11.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2151  -11.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5112  -11.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8010  -11.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7989  -12.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5069  -13.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2171  -12.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9273  -10.6701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3391  -13.1253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  2  4  1  0
  2  5  1  0
  4  6  1  0
  4  7  2  0
  8  9  1  0
  9 10  1  0
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  8 12  1  0
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 22 23  1  0
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 14 17  1  0
 10 13  1  1
M  END

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: 365.39

Molecular Weight (Monoisotopic): 365.1488

AlogP: 0.68

#Rotatable Bonds: 4

Polar Surface Area: 108.88

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: 10.55

CX LogP: -0.95

CX LogD: -2.68

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: -1.48

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