N-(3-(2-(4-bromophenyl)hydrazinecarbonyl)-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-2-ylcarbamoyl)benzenesulfonamide

ID: ALA576577

PubChem CID: 45112456

Max Phase: Preclinical

Molecular Formula: C23H23BrN4O4S2

Molecular Weight: 563.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1sc2c(c1C(=O)NNc1ccc(Br)cc1)CCCCC2)NS(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C23H23BrN4O4S2/c24-15-11-13-16(14-12-15)26-27-21(29)20-18-9-5-2-6-10-19(18)33-22(20)25-23(30)28-34(31,32)17-7-3-1-4-8-17/h1,3-4,7-8,11-14,26H,2,5-6,9-10H2,(H,27,29)(H2,25,28,30)

Standard InChI Key:  QCJYYJIEIPCKRS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   -2.1850   -4.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4404   -4.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778   -5.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -6.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0429   -6.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7011   -4.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5207   -5.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2961   -5.7065    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6205   -4.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0046   -4.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447   -4.9499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606   -5.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -5.6584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -6.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1015   -6.3709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265   -6.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3406   -7.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1648   -7.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5747   -6.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1544   -5.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3316   -5.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3995   -6.8109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5083   -7.0833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167   -3.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6869   -3.1563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7415   -3.1931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451   -3.6239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1700   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876   -2.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -2.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6163   -2.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5922   -3.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8677   -3.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416   -2.0487    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 16 17  2  0
  2  6  1  0
 17 18  1  0
  7  8  1  0
 18 19  2  0
  8  9  1  0
 19 20  1  0
  9 10  2  0
 20 21  2  0
 21 16  1  0
 10  6  1  0
 15 22  2  0
  7  5  1  0
 15 23  2  0
  9 11  1  0
 10 24  1  0
  4  5  1  0
 24 25  2  0
 11 12  1  0
 24 26  1  0
  6  7  2  0
 26 27  1  0
 12 13  1  0
 27 28  1  0
 28 29  2  0
 12 14  2  0
 29 30  1  0
  1  3  1  0
 30 31  2  0
 13 15  1  0
 31 32  1  0
  1  2  1  0
 32 33  2  0
 33 28  1  0
 15 16  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA576577

   1-(benzenesulfonyl)-3-[3-[(4-bromoanilino)carbamoyl]-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-2-yl]urea

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: 563.50

Molecular Weight (Monoisotopic): 562.0344

AlogP: 5.05

#Rotatable Bonds: 6

Polar Surface Area: 116.40

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.57

CX Basic pKa: ┄

CX LogP: 6.82

CX LogD: 5.88

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: -1.94

References

1. El-Sherbeny MA, Abdel-Aziz AA, Ahmed MA..  (2010)  Synthesis and antitumor evaluation of novel diarylsulfonylurea derivatives: molecular modeling applications.,  45  (2): [PMID:19939520] [10.1016/j.ejmech.2009.11.014]

Source

Source(1):

• Scientific Literature