SID14734780

ID: ALA1560469

PubChem CID: 1264017

Max Phase: Preclinical

Molecular Formula: C20H23N3O5S

Molecular Weight: 417.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccsc1NC(=O)CN1CCN(Cc2ccc3c(c2)OCO3)CC1

Standard InChI:  InChI=1S/C20H23N3O5S/c1-26-20(25)15-4-9-29-19(15)21-18(24)12-23-7-5-22(6-8-23)11-14-2-3-16-17(10-14)28-13-27-16/h2-4,9-10H,5-8,11-13H2,1H3,(H,21,24)

Standard InChI Key:  IRTSFJOLRYDQJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -1.8226    1.0964    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680    5.8684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680    7.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -1.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2426   -0.3567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689    2.4109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    4.8859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    1.1734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    3.2359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834    6.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552   -0.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689    0.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834    6.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    6.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689    5.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5421   -0.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689    7.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    5.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9621   -0.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    6.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    1.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3746    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0529    6.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    2.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    4.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    4.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    3.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    3.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4982   -1.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  1 22  1  0
  2 10  1  0
  2 23  1  0
  3 13  1  0
  3 23  1  0
  4 16  1  0
  4 29  1  0
  5 16  2  0
  6 21  2  0
  7 18  1  0
  7 25  1  0
  7 26  1  0
  8 12  1  0
  8 21  1  0
  9 24  1  0
  9 27  1  0
  9 28  1  0
 10 13  1  0
 10 15  2  0
 11 12  2  0
 11 16  1  0
 11 19  1  0
 13 17  2  0
 14 15  1  0
 14 18  1  0
 14 20  2  0
 17 20  1  0
 19 22  2  0
 21 24  1  0
 25 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1560469

   Methyl 2-({[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]acetyl}amino)-3-thiophenecarboxylate

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: 417.49

Molecular Weight (Monoisotopic): 417.1358

AlogP: 2.02

#Rotatable Bonds: 6

Polar Surface Area: 80.34

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.34

CX Basic pKa: 6.38

CX LogP: 2.90

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: -1.73

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays