(E)-3-(benzo[d]thiazol-2-yl)-4-(4-methoxyphenyl)but-3-en-1-ol

ID: ALA4856080

PubChem CID: 164610814

Max Phase: Preclinical

Molecular Formula: C18H17NO2S

Molecular Weight: 311.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(\CCO)c2nc3ccccc3s2)cc1

Standard InChI:  InChI=1S/C18H17NO2S/c1-21-15-8-6-13(7-9-15)12-14(10-11-20)18-19-16-4-2-3-5-17(16)22-18/h2-9,12,20H,10-11H2,1H3/b14-12+

Standard InChI Key:  XFCBSSGENYXJLL-WYMLVPIESA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   27.7913  -17.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7902  -17.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4982  -18.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4965  -16.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2051  -17.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2053  -17.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9840  -18.1132    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.4650  -17.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9836  -16.7763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2822  -17.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6911  -18.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6905  -16.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5077  -16.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9122  -17.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7286  -17.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1378  -16.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7245  -16.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9094  -16.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9549  -16.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3647  -17.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2809  -18.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6880  -19.5734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 11 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856080

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 311.41

Molecular Weight (Monoisotopic): 311.0980

AlogP: 4.23

#Rotatable Bonds: 5

Polar Surface Area: 42.35

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.02

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: -0.90

References

1. Azuma M, Inoue M, Nishida A, Akahane H, Kitajima M, Natani S, Chimori R, Yoshimori A, Mano Y, Uchiro H, Tanuma SI, Takasawa R..  (2021)  Addition of hydrophobic side chains improve the apoptosis inducibility of the human glyoxalase I inhibitor, TLSC702.,  40  [PMID:33711442] [10.1016/j.bmcl.2021.127918]

Source

Source(1):

• Scientific Literature