N-(3-(4-methoxybenzylcarbamoyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)nicotinamide

ID: ALA5286422

Max Phase: Preclinical

Molecular Formula: C23H23N3O3S

Molecular Weight: 421.52

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)c2c(NC(=O)c3cccnc3)sc3c2CCCC3)cc1

Standard InChI:  InChI=1S/C23H23N3O3S/c1-29-17-10-8-15(9-11-17)13-25-22(28)20-18-6-2-3-7-19(18)30-23(20)26-21(27)16-5-4-12-24-14-16/h4-5,8-12,14H,2-3,6-7,13H2,1H3,(H,25,28)(H,26,27)

Standard InChI Key:  SYEFOGSFLWGBHY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.9887   -1.4144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2786   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622   -1.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8476   -1.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8476   -2.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1329   -1.4181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3752   -0.5742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9945   -0.2043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5415    2.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554    1.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758    0.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1249    2.9244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113    3.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7164   -3.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179   -3.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887   -3.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6581   -2.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  3  2  0
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  1  6  1  0
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 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
 22 25  1  0
 25 26  1  0
 12 27  1  0
 28 27  1  0
 29 28  1  0
 30 29  1  0
 13 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286422

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 421.52

Molecular Weight (Monoisotopic): 421.1460

AlogP: 4.21

#Rotatable Bonds: 6

Polar Surface Area: 80.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.50

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.87

References

1. Wang KM, Ge YX, Zhang J, Chen YT, Zhang NY, Gu JS, Fang L, Zhang XL, Zhang J, Jiang CS..  (2023)  New cycloalkyl[b]thiophenylnicotinamide-based α-glucosidase inhibitors as promising anti-diabetic agents: Synthesis, in silico study, in vitro and in vivo evaluations.,  79  [PMID:36395995] [10.1016/j.bmcl.2022.129069]

Source

Source(1):

• Scientific Literature