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

ID: ALA4483348

PubChem CID: 155540336

Max Phase: Preclinical

Molecular Formula: C28H19ClN2O2S

Molecular Weight: 482.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc3sc(C(=O)Nc4ccc(C(=O)/C=C/c5ccc(Cl)cc5)cc4)cc3cc2c1

Standard InChI:  InChI=1S/C28H19ClN2O2S/c1-17-2-12-24-20(14-17)15-21-16-26(34-28(21)31-24)27(33)30-23-10-6-19(7-11-23)25(32)13-5-18-3-8-22(29)9-4-18/h2-16H,1H3,(H,30,33)/b13-5+

Standard InChI Key:  YIMPOHMYKSZQRX-WLRTZDKTSA-N

Molfile:  

 
     RDKit          2D

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   14.2086  -23.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2075  -23.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9155  -24.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9137  -22.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6224  -23.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.0428  -23.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8242  -24.1380    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2995  -23.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.1166  -23.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5318  -24.1671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5186  -22.7517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.7440  -23.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7958  -24.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2119  -24.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1968  -23.4240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0290  -24.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4452  -25.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0430  -26.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4585  -26.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2765  -26.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6773  -26.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2595  -25.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5008  -22.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6935  -27.6405    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 24 26  2  0
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 30 31  1  0
 31 32  2  0
 32 27  1  0
  1 33  1  0
 30 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483348

   ---

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: 482.99

Molecular Weight (Monoisotopic): 482.0856

AlogP: 7.56

#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: 7.63

CX LogD: 7.63

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.21

Np Likeness Score: -1.38

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