SID24272092

ID: ALA1603463

Cas Number: 290839-57-5

PubChem CID: 1181173

Max Phase: Preclinical

Molecular Formula: C21H23NO6S

Molecular Weight: 417.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(NC(=O)/C=C/c2ccc(OC)c(OC)c2)sc(C(C)=O)c1C

Standard InChI:  InChI=1S/C21H23NO6S/c1-6-28-21(25)18-12(2)19(13(3)23)29-20(18)22-17(24)10-8-14-7-9-15(26-4)16(11-14)27-5/h7-11H,6H2,1-5H3,(H,22,24)/b10-8+

Standard InChI Key:  RZOAXYDLCGWFRX-CSKARUKUSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
    3.1291   -7.0285    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438   -8.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8998   -9.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7472   -5.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5152   -7.6407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0958  -10.1380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4247  -11.6453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3591   -8.4806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492   -7.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8742   -7.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943   -7.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4617   -6.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5643   -8.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4617   -5.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1796   -8.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0096   -6.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9699   -9.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6645   -9.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2753  -10.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9398  -10.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762   -5.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7904   -9.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4850   -8.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6344  -10.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1193  -11.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082   -7.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4122   -7.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4314   -9.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2452  -11.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  1 12  1  0
  2 13  1  0
  2 26  1  0
  3 13  2  0
  4 14  2  0
  5 15  2  0
  6 19  1  0
  6 28  1  0
  7 20  1  0
  7 29  1  0
  8 10  1  0
  8 15  1  0
  9 10  2  0
  9 11  1  0
  9 13  1  0
 11 12  2  0
 11 16  1  0
 12 14  1  0
 14 21  1  0
 15 18  1  0
 17 22  2  0
 17 23  1  0
 17 24  1  0
 18 23  2  0
 19 20  2  0
 19 22  1  0
 20 25  1  0
 24 25  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1603463

   ethyl 5-acetyl-2-{[(2E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]amino}-4-methylthiophene-3-carboxylate

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: 417.48

Molecular Weight (Monoisotopic): 417.1246

AlogP: 4.10

#Rotatable Bonds: 8

Polar Surface Area: 90.93

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.54

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.41

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -0.94

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays