SID49819448

ID: ALA1600764

Cas Number: 5746-53-2

PubChem CID: 2866362

Max Phase: Preclinical

Molecular Formula: C21H12N2O8S

Molecular Weight: 452.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(S(=O)(=O)c2ccc3c(c2)C(=O)N(c2ccccc2[N+](=O)[O-])C3=O)cc1

Standard InChI:  InChI=1S/C21H12N2O8S/c24-19-15-10-9-14(32(30,31)13-7-5-12(6-8-13)21(26)27)11-16(15)20(25)22(19)17-3-1-2-4-18(17)23(28)29/h1-11H,(H,26,27)

Standard InChI Key:  CDAQMFOIZKVYCI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    1.3008   -0.7134    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8822   -1.3404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8822    1.5637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0153   -1.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8883   -1.4278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1525   -1.5723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3497   -2.0318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383    2.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7758    2.1445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1122    0.1116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372   -1.3173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8426   -0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8426    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    0.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5863   -0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372    0.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -0.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281    0.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5863    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7133    0.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3497   -0.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3497    0.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008    0.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383    0.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1747   -0.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1747    0.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383    1.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5872    0.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7133    1.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9508    0.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9508    2.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  1  5  2  0
  1 16  1  0
  1 21  1  0
  2 14  2  0
  3 15  2  0
  6 11  1  0
  7 11  2  0
  8 32  2  0
  9 32  1  0
 10 14  1  0
 10 15  1  0
 10 17  1  0
 11 22  1  0
 12 13  1  0
 12 14  1  0
 12 18  2  0
 13 15  1  0
 13 19  2  0
 16 18  1  0
 16 20  2  0
 17 22  1  0
 17 23  2  0
 19 20  1  0
 21 24  2  0
 21 25  1  0
 22 26  2  0
 23 27  1  0
 24 30  1  0
 25 31  2  0
 26 29  1  0
 27 29  2  0
 28 30  2  0
 28 31  1  0
 28 32  1  0
M  CHG  2   6  -1  11   1
M  END

Alternative Forms

1. Parent:

   

   ALA1600764

   4-{[2-(2-nitrophenyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]sulfonyl}benzoic acid

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: 452.40

Molecular Weight (Monoisotopic): 452.0314

AlogP: 2.93

#Rotatable Bonds: 5

Polar Surface Area: 151.96

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.55

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: -0.23

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.35

Np Likeness Score: -1.22

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays