4-[(4-oxo-2-phenyl-3,5,7,8-tetrahydropyrido[4,3-d]pyrimidin-6(4H)-yl)carbonyl]naphthalene-1-carboxylic acid

ID: ALA4443536

PubChem CID: 155516639

Max Phase: Preclinical

Molecular Formula: C25H19N3O4

Molecular Weight: 425.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(C(=O)N2CCc3nc(-c4ccccc4)[nH]c(=O)c3C2)c2ccccc12

Standard InChI:  InChI=1S/C25H19N3O4/c29-23-20-14-28(13-12-21(20)26-22(27-23)15-6-2-1-3-7-15)24(30)18-10-11-19(25(31)32)17-9-5-4-8-16(17)18/h1-11H,12-14H2,(H,31,32)(H,26,27,29)

Standard InChI Key:  AZXAVMXQBBGJGS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.5400  -14.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5389  -15.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2469  -15.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9566  -15.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9538  -14.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2451  -14.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6599  -14.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3665  -14.5995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3626  -12.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6524  -13.3756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3623  -12.1489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0717  -13.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0702  -14.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7752  -14.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4862  -14.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4878  -13.3768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7782  -12.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1966  -12.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9032  -13.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1990  -12.1531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8964  -14.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6021  -14.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3083  -14.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0157  -14.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0112  -15.4244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7247  -14.2020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6054  -12.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3089  -13.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0107  -12.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0102  -12.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3021  -11.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6032  -12.1662    0.0000 C   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 23  2  0
 27 19  1  0
 28 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4443536

   ---

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: 425.44

Molecular Weight (Monoisotopic): 425.1376

AlogP: 3.49

#Rotatable Bonds: 3

Polar Surface Area: 103.36

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.31

CX Basic pKa: 0.86

CX LogP: 2.63

CX LogD: -0.88

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -0.99

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