4-[(1,2-dimethyl-3-oxo-1,2,3,4,6,7-hexahydro-5H-pyrazolo[4,3-c]pyridin-5-yl)carbonyl]benzoic acid

ID: ALA4543120

PubChem CID: 155552062

Max Phase: Preclinical

Molecular Formula: C16H17N3O4

Molecular Weight: 315.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c2c(c(=O)n1C)CN(C(=O)c1ccc(C(=O)O)cc1)CC2

Standard InChI:  InChI=1S/C16H17N3O4/c1-17-13-7-8-19(9-12(13)15(21)18(17)2)14(20)10-3-5-11(6-4-10)16(22)23/h3-6H,7-9H2,1-2H3,(H,22,23)

Standard InChI Key:  ARUGZPDALFGNNI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   35.9605   -3.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6749   -3.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6765   -2.6543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9669   -2.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3853   -2.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0919   -2.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3877   -1.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0851   -3.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7908   -3.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7941   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5004   -2.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4970   -3.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2044   -3.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2037   -4.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.9124   -3.4778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2589   -3.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2582   -2.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4802   -2.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0000   -3.0633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4813   -3.7245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2294   -4.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1828   -3.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2271   -1.6242    0.0000 O   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 19  1  0
 19 20  1  0
 20 16  1  0
 20 21  1  0
 19 22  1  0
 18 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4543120

   ---

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: 315.33

Molecular Weight (Monoisotopic): 315.1219

AlogP: 0.62

#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: -0.35

CX LogD: -3.63

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.88

Np Likeness Score: -0.89

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