4-(1-(4-(7-methyl-4-oxo-3,4-dihydropyrrolo[1,2-f][1,2,4]triazin-2-yl)butanoyl)piperidin-4-yloxy)benzonitrile

ID: ALA3805627

PubChem CID: 136175127

Max Phase: Preclinical

Molecular Formula: C23H25N5O3

Molecular Weight: 419.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(=O)[nH]c(CCCC(=O)N3CCC(Oc4ccc(C#N)cc4)CC3)nn12

Standard InChI:  InChI=1S/C23H25N5O3/c1-16-5-10-20-23(30)25-21(26-28(16)20)3-2-4-22(29)27-13-11-19(12-14-27)31-18-8-6-17(15-24)7-9-18/h5-10,19H,2-4,11-14H2,1H3,(H,25,26,30)

Standard InChI Key:  CEKWANGMSIIGAG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   -1.0028    1.5132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -2.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    1.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9153    0.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2216    1.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5151    0.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8215    1.4422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5049   -0.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1155    0.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4196    1.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4298    2.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1359    3.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8318    2.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7331    3.6688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7412    5.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    2.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0427    5.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0477    7.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7512    8.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4497    7.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4446    5.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7562    9.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7603   10.8704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 15 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
  9 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 23  1  0
 30 31  3  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3805627

   ---

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: 419.49

Molecular Weight (Monoisotopic): 419.1957

AlogP: 2.60

#Rotatable Bonds: 6

Polar Surface Area: 103.49

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.40

CX Basic pKa: 2.52

CX LogP: 1.21

CX LogD: 1.21

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: -1.37

References

1. Abdel-Magid AF..  (2016)  Potential Use of Inhibitors of Tankyrases and PARP-1 as Treatment for Cancer and Other Diseases.,  7  (3): [PMID:26985304] [10.1021/acsmedchemlett.6b00017]

Source

Source(1):

• Scientific Literature