5-Chloro-2-(N-(4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl)sulfamoyl)benzoicacid

ID: ALA3322514

Cas Number: 1622006-09-0

PubChem CID: 77461257

Product Number: R613086, Order Now?

Max Phase: Preclinical

Molecular Formula: C23H19ClN2O6S

Molecular Weight: 486.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(Cl)ccc1S(=O)(=O)NCCCCN1C(=O)c2cccc3cccc(c23)C1=O

Standard InChI:  InChI=1S/C23H19ClN2O6S/c24-15-9-10-19(18(13-15)23(29)30)33(31,32)25-11-1-2-12-26-21(27)16-7-3-5-14-6-4-8-17(20(14)16)22(26)28/h3-10,13,25H,1-2,11-12H2,(H,29,30)

Standard InChI Key:  OVJUYQCJIFWMBI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.9059   -8.2980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3278   -7.5982    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5108   -7.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0327   -8.0157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3414   -6.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0555   -6.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0667   -5.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3640   -5.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6485   -5.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6408   -6.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0236   -8.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3452  -11.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6390  -11.2937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9345  -11.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411  -12.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0513  -11.2867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2237  -11.3043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6345  -10.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3399  -10.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3354   -9.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9272   -6.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2230   -6.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9203   -7.5913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3738   -4.3339    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
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  9 10  2  0
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  4 11  1  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
 21 25  2  0
 23 26  2  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 29 11  1  0
 30 31  1  0
 30 32  2  0
 10 30  1  0
  8 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3322514

   Radioprotectin-1

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 486.93

Molecular Weight (Monoisotopic): 486.0652

AlogP: 3.55

#Rotatable Bonds: 8

Polar Surface Area: 120.85

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.96

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: -0.15

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.19

References

1. Patil R, Fells JI, Szabó E, Lim KG, Norman DD, Balogh A, Patil S, Strobos J, Miller DD, Tigyi GJ..  (2014)  Design and synthesis of sulfamoyl benzoic acid analogues with subnanomolar agonist activity specific to the LPA2 receptor.,  57  (16): [PMID:25100502] [10.1021/jm5007116]

Source

Source(1):

• Scientific Literature