6-[4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzoyl]-2-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one

ID: ALA4517616

PubChem CID: 155541055

Max Phase: Preclinical

Molecular Formula: C22H17N5O4

Molecular Weight: 415.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(-c2noc(=O)[nH]2)cc1)N1CCc2nc(-c3ccccc3)[nH]c(=O)c2C1

Standard InChI:  InChI=1S/C22H17N5O4/c28-20-16-12-27(11-10-17(16)23-18(24-20)13-4-2-1-3-5-13)21(29)15-8-6-14(7-9-15)19-25-22(30)31-26-19/h1-9H,10-12H2,(H,23,24,28)(H,25,26,30)

Standard InChI Key:  DGZQBZFWBSDCRV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.6234   -9.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3314  -10.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0411   -9.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0383   -8.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3297   -8.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7444   -8.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4510   -8.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4471   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7369   -7.6263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4468   -6.3997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1562   -7.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1547   -8.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8597   -8.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5708   -8.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5723   -7.6276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8627   -7.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2812   -7.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9877   -7.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2835   -6.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9809   -8.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6866   -8.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6899   -7.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3962   -7.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3928   -8.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1002   -8.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0957   -9.6752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8709   -9.9340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3565   -9.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8814   -8.6118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1737   -9.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  7 10  1  0
  8 13  1  0
 12  9  1  0
  9 10  1  0
  9 11  2  0
 12 13  2  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  2  0
 21 22  1  0
 22 25  2  0
 24 23  2  0
 23 19  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 26  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517616

   ---

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: 415.41

Molecular Weight (Monoisotopic): 415.1281

AlogP: 1.98

#Rotatable Bonds: 3

Polar Surface Area: 124.95

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.92

CX Basic pKa: 0.73

CX LogP: 1.67

CX LogD: 0.74

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -1.44

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