4-[(10-oxo-4,7,8,10-tetrahydro-1H,6H-pyrazolo[1',2':1,2]pyrazolo[4,3-c]pyridin-2(3H)-yl)carbonyl]benzoic acid

ID: ALA4469262

PubChem CID: 155533984

Max Phase: Preclinical

Molecular Formula: C17H17N3O4

Molecular Weight: 327.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(C(=O)N2CCc3c(c(=O)n4n3CCC4)C2)cc1

Standard InChI:  InChI=1S/C17H17N3O4/c21-15(11-2-4-12(5-3-11)17(23)24)18-9-6-14-13(10-18)16(22)20-8-1-7-19(14)20/h2-5H,1,6-10H2,(H,23,24)

Standard InChI Key:  SYPUZLDEGQDSFM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    4.5358   -9.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2502   -9.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2517   -8.5315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5422   -8.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9606   -8.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6671   -8.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9629   -7.3077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6604   -9.3534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3661   -9.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3694   -8.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0757   -8.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0723   -9.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7797   -9.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7790  -10.5802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4877   -9.3550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8342   -9.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8335   -8.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0555   -8.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024   -7.5014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566   -9.6016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5745   -8.9409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971   -9.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7987  -10.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771  -10.2643    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
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4469262

   ---

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: 327.34

Molecular Weight (Monoisotopic): 327.1219

AlogP: 0.95

#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: -0.46

CX LogD: -3.75

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -0.85

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