4-[(11-oxo-4,6,7,8,9,11-hexahydro-1H-pyrido[3',4':4,5]pyrazolo[1,2-a]pyridazin-2(3H)-yl)carbonyl]benzoic acid

ID: ALA4465667

PubChem CID: 155531152

Max Phase: Preclinical

Molecular Formula: C18H19N3O4

Molecular Weight: 341.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(C(=O)N2CCc3c(c(=O)n4n3CCCC4)C2)cc1

Standard InChI:  InChI=1S/C18H19N3O4/c22-16(12-3-5-13(6-4-12)18(24)25)19-10-7-15-14(11-19)17(23)21-9-2-1-8-20(15)21/h3-6H,1-2,7-11H2,(H,24,25)

Standard InChI Key:  ONEXDODAIBKGOF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   14.6599   -9.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3743   -9.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3758   -8.1930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6663   -7.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0847   -7.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7912   -8.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0870   -6.9693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7845   -9.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4902   -9.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4935   -7.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1998   -8.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1964   -9.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9038   -9.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9031  -10.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6118   -9.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9583   -9.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9576   -8.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1796   -7.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9265   -7.1630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1839   -9.2631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6985   -8.6025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8883   -8.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5570   -9.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0423  -10.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8590  -10.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17  4  1  0
 16  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  6  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  6  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 16 17  2  0
 17 18  1  0
 18 21  1  0
 20 16  1  0
 18 19  2  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465667

   ---

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: 341.37

Molecular Weight (Monoisotopic): 341.1376

AlogP: 1.34

#Rotatable Bonds: 2

Polar Surface Area: 84.54

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.74

CX Basic pKa: ┄

CX LogP: 0.06

CX LogD: -3.23

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.89

Np Likeness Score: -0.80

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