6-(1H-benzotriazol-6-ylcarbonyl)-2-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one

ID: ALA4442398

PubChem CID: 155515927

Max Phase: Preclinical

Molecular Formula: C20H16N6O2

Molecular Weight: 372.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1ccc2nn[nH]c2c1)N1CCc2nc(-c3ccccc3)[nH]c(=O)c2C1

Standard InChI:  InChI=1S/C20H16N6O2/c27-19-14-11-26(20(28)13-6-7-16-17(10-13)24-25-23-16)9-8-15(14)21-18(22-19)12-4-2-1-3-5-12/h1-7,10H,8-9,11H2,(H,21,22,27)(H,23,24,25)

Standard InChI Key:  IITLNHDQIZPZRV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.1921   -8.4815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1644   -9.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1633  -10.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8713  -10.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5810  -10.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5782   -9.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8696   -8.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2843   -8.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9909   -9.2878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9870   -7.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2768   -8.0638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9867   -6.8372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6961   -8.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6946   -8.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3996   -9.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1107   -8.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1122   -8.0651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4026   -7.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8211   -7.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5276   -8.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8234   -6.8413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5208   -8.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2265   -9.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2298   -7.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9361   -8.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9327   -8.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7096   -9.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7151   -7.8200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  8  9  2  0
  8 11  1  0
  9 14  1  0
 13 10  1  0
 10 11  1  0
 10 12  2  0
 13 14  2  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  2  0
 22 23  1  0
 23 26  2  0
 25 24  2  0
 24 20  1  0
 25 26  1  0
 26 27  1  0
 27  1  2  0
  1 28  1  0
 28 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4442398

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 372.39

Molecular Weight (Monoisotopic): 372.1335

AlogP: 1.91

#Rotatable Bonds: 2

Polar Surface Area: 107.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.41

CX Basic pKa: 0.90

CX LogP: 1.31

CX LogD: 0.99

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -1.74

References

1. Kawai J, Ota M, Ohki H, Toki T, Suzuki M, Shimada T, Matsui S, Inoue H, Sugihara C, Matsuhashi N, Matsui Y, Takaishi S, Nakayama K..  (2019)  Structure-Based Design and Synthesis of an Isozyme-Selective MTHFD2 Inhibitor with a Tricyclic Coumarin Scaffold.,  10  (6): [PMID:31223444] [10.1021/acsmedchemlett.9b00069]

Source

Source(1):

• Scientific Literature