2-[3-(Phenylsulfonyl)ureido]-5,6,7,8-tetrahydro-4Hcyclohepta[b]thiophene-3-carbohydrazide

ID: ALA573057

PubChem CID: 24204388

Max Phase: Preclinical

Molecular Formula: C17H20N4O4S2

Molecular Weight: 408.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NNC(=O)c1c(NC(=O)NS(=O)(=O)c2ccccc2)sc2c1CCCCC2

Standard InChI:  InChI=1S/C17H20N4O4S2/c18-20-15(22)14-12-9-5-2-6-10-13(12)26-16(14)19-17(23)21-27(24,25)11-7-3-1-4-8-11/h1,3-4,7-8H,2,5-6,9-10,18H2,(H,20,22)(H2,19,21,23)

Standard InChI Key:  OEOJRNQLBGYGKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -3.1779    1.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1153    0.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064    0.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7804    0.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386    1.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2582    0.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4414    0.6727    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1170    1.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7329    1.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928    1.4293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231    0.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481    0.7208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3640    0.0083    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890    0.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031   -0.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4273   -0.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4169    0.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5941    0.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6620   -0.4317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7708   -0.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7542    2.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506    3.2229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4790    3.1861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1826    2.7553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 12 14  2  0
  1  3  1  0
 13 15  1  0
  1  2  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA573057

   1-(benzenesulfonyl)-3-[3-(hydrazinecarbonyl)-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: 408.51

Molecular Weight (Monoisotopic): 408.0926

AlogP: 2.13

#Rotatable Bonds: 4

Polar Surface Area: 130.39

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.60

CX Basic pKa: 2.36

CX LogP: 3.47

CX LogD: 2.71

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.27

Np Likeness Score: -1.96

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