(E)-N-(4-cinnamoylphenyl)-6-methylthieno[2,3-b]quinoline-2-carboxamide

ID: ALA4569345

PubChem CID: 155560398

Max Phase: Preclinical

Molecular Formula: C28H20N2O2S

Molecular Weight: 448.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc3sc(C(=O)Nc4ccc(C(=O)/C=C/c5ccccc5)cc4)cc3cc2c1

Standard InChI:  InChI=1S/C28H20N2O2S/c1-18-7-13-24-21(15-18)16-22-17-26(33-28(22)30-24)27(32)29-23-11-9-20(10-12-23)25(31)14-8-19-5-3-2-4-6-19/h2-17H,1H3,(H,29,32)/b14-8+

Standard InChI Key:  NJVVGZLDQBKKTK-RIYZIHGNSA-N

Molfile:  

 
     RDKit          2D

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   15.0134  -28.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0123  -29.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7203  -29.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7186  -28.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4272  -28.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.1365  -29.7829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1309  -28.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8400  -28.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8476  -29.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6290  -29.6149    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   19.9215  -28.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3367  -29.6439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3234  -28.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1538  -29.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.7834  -29.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3638  -28.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5488  -28.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6006  -29.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0167  -30.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0016  -28.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8338  -30.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2500  -31.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8478  -31.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2633  -32.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0813  -32.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4821  -31.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0643  -30.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3056  -28.1520    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 10  2  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
  1 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569345

   ---

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: 448.55

Molecular Weight (Monoisotopic): 448.1245

AlogP: 6.91

#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: 13.69

CX Basic pKa: 3.90

CX LogP: 7.03

CX LogD: 7.03

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.23

Np Likeness Score: -1.26

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