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

ID: ALA4540255

PubChem CID: 155549700

Max Phase: Preclinical

Molecular Formula: C21H16ClN3O4

Molecular Weight: 409.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(C(=O)N2CCc3nc(-c4ccccc4)[nH]c(=O)c3C2)cc1Cl

Standard InChI:  InChI=1S/C21H16ClN3O4/c22-16-10-13(6-7-14(16)21(28)29)20(27)25-9-8-17-15(11-25)19(26)24-18(23-17)12-4-2-1-3-5-12/h1-7,10H,8-9,11H2,(H,28,29)(H,23,24,26)

Standard InChI Key:  BAWGXTCIJMOEGF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   37.2881   -9.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2869   -9.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9950  -10.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7047   -9.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7018   -9.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9932   -8.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4080   -8.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1146   -9.0278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1107   -7.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4004   -7.8038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1104   -6.5772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8198   -7.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8183   -8.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5233   -9.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2343   -8.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2358   -7.8051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5263   -7.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9447   -7.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6512   -7.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9470   -6.5813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.6445   -8.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3502   -9.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3535   -7.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0598   -7.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0564   -8.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7638   -9.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7593   -9.8527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.4728   -8.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.7681   -7.4020    0.0000 Cl  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
 26 28  1  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540255

   ---

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: 409.83

Molecular Weight (Monoisotopic): 409.0829

AlogP: 2.99

#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: 2.74

CX Basic pKa: 0.25

CX LogP: 2.25

CX LogD: -1.32

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.47

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