N-butyl-2-(3-(phenylsulfonyl)ureido)-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxamide

ID: ALA574435

PubChem CID: 45112561

Max Phase: Preclinical

Molecular Formula: C21H27N3O4S2

Molecular Weight: 449.60

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H27N3O4S2/c1-2-3-14-22-19(25)18-16-12-8-5-9-13-17(16)29-20(18)23-21(26)24-30(27,28)15-10-6-4-7-11-15/h4,6-7,10-11H,2-3,5,8-9,12-14H2,1H3,(H,22,25)(H2,23,24,26)

Standard InChI Key:  WXDZDJSQAFXSIS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    9.6275  -17.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3721  -17.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4347  -18.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9436  -19.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7696  -19.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1114  -17.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2918  -18.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1086  -18.4981    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.4330  -17.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8171  -17.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2572  -17.7415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6731  -18.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4981  -18.4501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2640  -19.1704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9140  -19.1626    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.7390  -19.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1531  -19.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9773  -19.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3872  -19.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9669  -18.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1441  -18.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2120  -19.6025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3208  -19.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7958  -16.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4994  -15.9480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0710  -15.9848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3674  -16.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6425  -16.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9389  -16.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2140  -16.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 12 13  1  0
 27 28  1  0
 28 29  1  0
 12 14  2  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA574435

   2-(benzenesulfonylcarbamoylamino)-N-butyl-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxamide

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: 449.60

Molecular Weight (Monoisotopic): 449.1443

AlogP: 4.06

#Rotatable Bonds: 7

Polar Surface Area: 104.37

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.57

CX Basic pKa: ┄

CX LogP: 5.50

CX LogD: 4.56

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.80

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