2-Methoxy-5-(4-((4-sulfamoylphenyl)amino)phthalazin-1-yl)benzenesulfonamide

ID: ALA5192465

PubChem CID: 168286977

Max Phase: Preclinical

Molecular Formula: C21H19N5O5S2

Molecular Weight: 485.55

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nnc(Nc3ccc(S(N)(=O)=O)cc3)c3ccccc23)cc1S(N)(=O)=O

Standard InChI:  InChI=1S/C21H19N5O5S2/c1-31-18-11-6-13(12-19(18)33(23,29)30)20-16-4-2-3-5-17(16)21(26-25-20)24-14-7-9-15(10-8-14)32(22,27)28/h2-12H,1H3,(H,24,26)(H2,22,27,28)(H2,23,29,30)

Standard InChI Key:  JTNUWRKPBUOECD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.2402    3.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6521    3.0918    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0648    3.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3656    2.6798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0614    2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4859    2.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721    3.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721    3.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856    4.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7732    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4847    0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7681   -1.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6608   -3.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -3.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836   -3.5003    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963   -2.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -3.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836   -4.3242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -2.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590   -1.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0575   -0.6127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0575    0.2070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1937   -1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    0.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  2  0
  2  4  1  0
  5  2  1  0
  6  5  2  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 13  7  1  0
 14 13  1  0
 15 14  2  0
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 17 18  1  0
 18 19  1  0
 19 20  2  0
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 22 23  2  0
 22 24  2  0
 22 25  1  0
 21 26  2  0
 26 27  1  0
 27 18  2  0
 16 28  2  0
 28 29  1  0
 29 13  2  0
 30 15  1  0
 31 30  2  0
 32 31  1  0
 33 32  2  0
 14 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5192465

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 485.55

Molecular Weight (Monoisotopic): 485.0828

AlogP: 2.34

#Rotatable Bonds: 6

Polar Surface Area: 167.36

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.49

CX Basic pKa: 2.99

CX LogP: 1.89

CX LogD: 1.88

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.43

References

1. Lee SY, Namasivayam V, Boshta NM, Perotti A, Mirza S, Bua S, Supuran CT, Müller CE..  (2021)  Discovery of potent nucleotide pyrophosphatase/phosphodiesterase3 (NPP3) inhibitors with ancillary carbonic anhydrase inhibition for cancer (immuno)therapy.,  12  (7.0): [PMID:34355184] [10.1039/D1MD00117E]

2. Ahmad, Haseen and 7 more authors.  2020-12-15  Synthesis of biphenyl oxazole derivatives via Suzuki coupling and biological evaluations as nucleotide pyrophosphatase/phosphodiesterase-1 and -3 inhibitors.  [PMID:32883636]

Source

Source(1):

• Scientific Literature