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

ID: ALA574217

PubChem CID: 45112455

Max Phase: Preclinical

Molecular Formula: C23H24N4O4S2

Molecular Weight: 484.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1sc2c(c1C(=O)NNc1ccccc1)CCCCC2)NS(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C23H24N4O4S2/c28-21(26-25-16-10-4-1-5-11-16)20-18-14-8-3-9-15-19(18)32-22(20)24-23(29)27-33(30,31)17-12-6-2-7-13-17/h1-2,4-7,10-13,25H,3,8-9,14-15H2,(H,26,28)(H2,24,27,29)

Standard InChI Key:  WWQYCYSNJIRQOD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.7554    1.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8181   -0.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269   -0.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1529   -0.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4919   -0.1148    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2004    1.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6406    0.6418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6474   -0.7871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2974   -0.7792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.1224   -0.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5364   -1.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.5274   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5953   -1.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7042   -1.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1792    2.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8828    2.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4543    2.3986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7507    1.9678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0258    2.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0082    3.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2842    3.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5796    3.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6036    2.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3281    1.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA574217

   1-[3-(anilinocarbamoyl)-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-2-yl]-3-(benzenesulfonyl)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: 484.60

Molecular Weight (Monoisotopic): 484.1239

AlogP: 4.28

#Rotatable Bonds: 6

Polar Surface Area: 116.40

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.57

CX Basic pKa: ┄

CX LogP: 6.05

CX LogD: 5.11

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -1.87

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