4-(benzo[b]thiophen-3-yl)-5-(3,4-dimethoxyphenyl)-2H-1,2,3-triazole

ID: ALA3754542

PubChem CID: 122372469

Max Phase: Preclinical

Molecular Formula: C18H15N3O2S

Molecular Weight: 337.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2n[nH]nc2-c2csc3ccccc23)cc1OC

Standard InChI:  InChI=1S/C18H15N3O2S/c1-22-14-8-7-11(9-15(14)23-2)17-18(20-21-19-17)13-10-24-16-6-4-3-5-12(13)16/h3-10H,1-2H3,(H,19,20,21)

Standard InChI Key:  SBLFWQKDQRUDID-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    2.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3751    3.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406    5.0280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7308    4.4644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243    2.9682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    3.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477    2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321    3.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873    4.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1580    5.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6737    5.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7106    6.9857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9659    7.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5729    4.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3149    3.6827    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  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 10  2  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 19 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3754542

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 337.40

Molecular Weight (Monoisotopic): 337.0885

AlogP: 4.37

#Rotatable Bonds: 4

Polar Surface Area: 60.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.40

CX Basic pKa: 0.15

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.60

Np Likeness Score: -1.04

References

1. Penthala NR, Madhukuri L, Thakkar S, Madadi NR, Lamture G, Eoff RL, Crooks PA..  (2015)  Synthesis and anti-cancer screening of novel heterocyclic-(2H)-1,2,3-triazoles as potential anti-cancer agents.,  6  (8): [PMID:27066215] [10.1039/c5md00219b]

Source

Source(1):

• Scientific Literature