4-(4-(4-methoxyphenyl)phthalazin-1-ylamino)benzenesulfonamide

ID: ALA5208678

PubChem CID: 17129179

Max Phase: Preclinical

Molecular Formula: C21H18N4O3S

Molecular Weight: 406.47

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nnc(Nc3ccc(S(N)(=O)=O)cc3)c3ccccc23)cc1

Standard InChI:  InChI=1S/C21H18N4O3S/c1-28-16-10-6-14(7-11-16)20-18-4-2-3-5-19(18)21(25-24-20)23-15-8-12-17(13-9-15)29(22,26)27/h2-13H,1H3,(H,23,25)(H2,22,26,27)

Standard InChI Key:  YZFSGMLQROGKMX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.4877    1.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7742    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0576    0.2072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0576   -0.6136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6617   -3.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718   -3.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863   -3.5049    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4996   -2.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0863   -4.3298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718   -2.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4867   -0.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965   -1.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127   -0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    0.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1983    0.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4867    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    4.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0
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 28 27  1  0
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 23 28  2  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208678

   4-[[4-(4-Methoxyphenyl)phthalazin-1-yl]amino]benzenesulfonamide

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: 406.47

Molecular Weight (Monoisotopic): 406.1100

AlogP: 3.70

#Rotatable Bonds: 5

Polar Surface Area: 107.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.74

CX Basic pKa: 3.07

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.33

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