5-(benzo[b]thiophen-2-yl)-6-(3,4,5-trimethoxyphenyl)-2,3-dihydropyrazine

ID: ALA4764148

PubChem CID: 162662178

Max Phase: Preclinical

Molecular Formula: C21H20N2O3S

Molecular Weight: 380.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C2=NCCN=C2c2cc3ccccc3s2)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H20N2O3S/c1-24-15-10-14(11-16(25-2)21(15)26-3)19-20(23-9-8-22-19)18-12-13-6-4-5-7-17(13)27-18/h4-7,10-12H,8-9H2,1-3H3

Standard InChI Key:  HQBDLBXSEMQRMQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.5633   -2.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7468   -3.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9001   -3.7139    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.7954   -3.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2033   -4.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8728   -4.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8712   -5.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5837   -5.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2889   -5.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7944   -5.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   32.4392   -5.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2605   -5.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2594   -3.6630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6655   -2.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9761   -2.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7974   -2.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2058   -1.5461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7974   -0.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9761   -0.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5631   -1.5461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  8 20  1  0
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 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764148

   ---

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: 380.47

Molecular Weight (Monoisotopic): 380.1195

AlogP: 4.22

#Rotatable Bonds: 5

Polar Surface Area: 52.41

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.17

CX LogP: 4.08

CX LogD: 4.08

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -0.29

References

1. Faouzi A,Arnaud A,Bancet A,Barette C,Preto J,Do CV,Jordheim LP,Bousfiha Z,Nguyen TTB,Verrière M,Farce A,Fauvarque MO,Barret R,Lomberget T.  (2021)  Combretastatin A-4 sulfur-containing heterocyclic derivatives: Synthesis, antiproliferative activities and molecular docking studies.,  215  [PMID:33618157] [10.1016/j.ejmech.2021.113275]

Source

Source(1):

• Scientific Literature