(E)-N-(4-Cinnamoylphenyl)thieno[2,3-b]quinoline-2-carboxamide

ID: ALA4546479

PubChem CID: 155552324

Max Phase: Preclinical

Molecular Formula: C27H18N2O2S

Molecular Weight: 434.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)c1ccc(NC(=O)c2cc3cc4ccccc4nc3s2)cc1

Standard InChI:  InChI=1S/C27H18N2O2S/c30-24(15-10-18-6-2-1-3-7-18)19-11-13-22(14-12-19)28-26(31)25-17-21-16-20-8-4-5-9-23(20)29-27(21)32-25/h1-17H,(H,28,31)/b15-10+

Standard InChI Key:  IGQGYVKRVJTVBZ-XNTDXEJSSA-N

Molfile:  

 
     RDKit          2D

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    2.8163  -28.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9405  -29.0647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9349  -27.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6440  -27.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6517  -28.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7255  -28.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1407  -28.9258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1275  -27.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5875  -28.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3528  -28.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4046  -28.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8207  -29.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8056  -28.1827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6379  -29.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0540  -30.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6519  -31.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0673  -31.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8853  -31.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2861  -30.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8684  -30.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4  1  1  0
  5  6  1  0
  6  7  1  0
  7 10  2  0
  9  8  2  0
  8  5  1  0
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 11 12  1  0
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 20 21  1  0
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 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546479

   ---

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: 434.52

Molecular Weight (Monoisotopic): 434.1089

AlogP: 6.60

#Rotatable Bonds: 5

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.63

CX Basic pKa: 3.79

CX LogP: 6.52

CX LogD: 6.52

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: -1.18

References

1. Abdelbaset MS, Abdel-Aziz M, Ramadan M, Abdelrahman MH, Abbas Bukhari SN, Ali TFS, Abuo-Rahma GEA..  (2019)  Discovery of novel thienoquinoline-2-carboxamide chalcone derivatives as antiproliferative EGFR tyrosine kinase inhibitors.,  27  (6): [PMID:30744932] [10.1016/j.bmc.2019.02.012]

Source

Source(1):

• Scientific Literature