SID124897942

ID: ALA3392365

PubChem CID: 25011454

Max Phase: Preclinical

Molecular Formula: C20H27NO6S

Molecular Weight: 409.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCN1[C@@H](CC(=O)O)c2ccc(/C=C/C(=O)O)cc2S1(=O)=O

Standard InChI:  InChI=1S/C20H27NO6S/c1-2-3-4-5-6-7-12-21-17(14-20(24)25)16-10-8-15(9-11-19(22)23)13-18(16)28(21,26)27/h8-11,13,17H,2-7,12,14H2,1H3,(H,22,23)(H,24,25)/b11-9+/t17-/m0/s1

Standard InChI Key:  RXXNIINWHCUARN-KAMXEHQASA-N

Molfile:  

     RDKit          2D

 28 29  0  0  1  0  0  0  0  0999 V2000
    2.2461    1.1983    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    1.6833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8336    1.9128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0265   -0.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8772   -1.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6086    3.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    1.7202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7981    0.5852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4924    0.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5786    0.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3855   -0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7387    1.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9111   -0.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6186    0.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7211   -0.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0712    0.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575   -0.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416   -0.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6825    1.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9542    1.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7687    1.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7747    1.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5224    2.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103    2.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9308    2.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2663    3.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0868    3.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4225    3.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  8  1  0
  1  9  1  0
  4 18  2  0
  5 18  1  0
  6 23  2  0
  7 23  1  0
  8 11  1  0
  8 14  1  0
  9 10  1  0
  9 12  2  0
 10 11  1  0
 10 13  2  0
 11 15  1  1
 12 16  1  0
 13 17  1  0
 14 20  1  0
 15 18  1  0
 16 17  2  0
 16 19  1  0
 19 21  2  0
 20 22  1  0
 21 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3392365

   (E)-3-[(3S)-3-(carboxymethyl)-2-octyl-1,1-dioxo-3H-1,2-benzothiazol-6-yl]prop-2-enoic acid

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: 409.50

Molecular Weight (Monoisotopic): 409.1559

AlogP: 3.67

#Rotatable Bonds: 11

Polar Surface Area: 111.98

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.05

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: -2.92

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: 0.01

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays