(E)-2-(1-(4-methoxyphenyl)prop-1-en-2-yl)benzo[d]thiazole

ID: ALA4866707

PubChem CID: 12382489

Max Phase: Preclinical

Molecular Formula: C17H15NOS

Molecular Weight: 281.38

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H15NOS/c1-12(11-13-7-9-14(19-2)10-8-13)17-18-15-5-3-4-6-16(15)20-17/h3-11H,1-2H3/b12-11+

Standard InChI Key:  OIEOQSATNCLVJB-VAWYXSNFSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   18.1089  -16.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1077  -17.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8158  -17.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8140  -16.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5226  -16.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5229  -17.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3015  -17.5024    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.7825  -16.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3011  -16.1778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5997  -16.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0086  -17.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0081  -16.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8253  -16.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2297  -16.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0461  -16.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4553  -16.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0420  -15.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2270  -15.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2725  -16.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6823  -16.8375    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA4866707

   2-[(E)-1-(4-methoxyphenyl)prop-1-en-2-yl]-1,3-benzothiazole

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: 281.38

Molecular Weight (Monoisotopic): 281.0874

AlogP: 4.87

#Rotatable Bonds: 3

Polar Surface Area: 22.12

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.05

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -1.13

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