N-[1-(4-methoxy-benzenesulfonyl)-2,3-dihydro-1H-indol-7-yl]-acetamide

ID: ALA216144

PubChem CID: 24993852

Max Phase: Preclinical

Molecular Formula: C17H18N2O4S

Molecular Weight: 346.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2CCc3cccc(NC(C)=O)c32)cc1

Standard InChI:  InChI=1S/C17H18N2O4S/c1-12(20)18-16-5-3-4-13-10-11-19(17(13)16)24(21,22)15-8-6-14(23-2)7-9-15/h3-9H,10-11H2,1-2H3,(H,18,20)

Standard InChI Key:  WMZMARMELCMINZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    3.2168   -8.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9319   -6.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307   -7.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6456   -7.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6438   -5.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3591   -6.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594   -7.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1499   -7.2631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6382   -6.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1494   -5.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4050   -8.0477    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6167   -8.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1961   -7.8138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6149   -8.2849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0322   -9.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2433  -10.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0375  -10.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204   -9.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4062   -9.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2544  -11.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0513  -11.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6458   -8.2444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314   -8.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9317   -9.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 11 13  2  0
  3  4  1  0
 11 14  2  0
  4  7  2  0
 12 15  2  0
  2  3  2  0
 15 16  1  0
  6  5  2  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
 19 12  1  0
  9 10  1  0
 10  6  1  0
 20 21  1  0
 17 20  1  0
  5  2  1  0
  4 22  1  0
  8 11  1  0
 22 23  1  0
 23  1  1  0
  6  7  1  0
 23 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA216144

   N-[1-(4-methoxyphenyl)sulfonyl-2,3-dihydroindol-7-yl]acetamide

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: 346.41

Molecular Weight (Monoisotopic): 346.0987

AlogP: 2.40

#Rotatable Bonds: 4

Polar Surface Area: 75.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.71

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.92

Np Likeness Score: -1.46

References

1. Chang JY, Hsieh HP, Chang CY, Hsu KS, Chiang YF, Chen CM, Kuo CC, Liou JP..  (2006)  7-Aroyl-aminoindoline-1-sulfonamides as a novel class of potent antitubulin agents.,  49  (23): [PMID:17154496] [10.1021/jm061076u]

Source

Source(1):

• Scientific Literature