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

ID: ALA4067999

PubChem CID: 137632887

Max Phase: Preclinical

Molecular Formula: C24H26FN5O3

Molecular Weight: 451.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(Cn2c(=O)[nH]c(=O)c3ccccc32)cnc1F)[C@H]1CCN(CCC2CC2)C1

Standard InChI:  InChI=1S/C24H26FN5O3/c25-21-19(27-22(31)17-8-10-29(14-17)9-7-15-5-6-15)11-16(12-26-21)13-30-20-4-2-1-3-18(20)23(32)28-24(30)33/h1-4,11-12,15,17H,5-10,13-14H2,(H,27,31)(H,28,32,33)/t17-/m0/s1

Standard InChI Key:  DKPPZBXQLWTONY-KRWDZBQOSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
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   13.0881  -14.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3515  -14.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9383  -14.2316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4719  -14.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1972  -15.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2202  -14.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5252  -14.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8490  -12.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8762  -12.1309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1770  -11.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4589  -12.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7638  -11.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0457  -12.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0227  -12.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7177  -13.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4358  -12.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2041  -10.8834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5482  -13.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8736  -13.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6907  -13.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4024  -13.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3944  -12.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  2  0
  6  8  1  0
  3  6  1  1
  1  9  1  0
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 12 13  1  0
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 10 15  2  0
 10 16  1  0
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 26 27  1  0
 18 27  1  0
 22 27  2  0
 21 28  2  0
 19 29  2  0
 17 18  1  0
 13 17  1  0
  8 11  1  0
  9 30  1  0
 30 31  1  0
 32 31  1  0
 33 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4067999

   ---

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: 451.50

Molecular Weight (Monoisotopic): 451.2020

AlogP: 2.33

#Rotatable Bonds: 7

Polar Surface Area: 100.09

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.35

CX Basic pKa: 9.95

CX LogP: 1.53

CX LogD: -0.03

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: -1.57

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