SID49643486

ID: ALA1471827

PubChem CID: 135509705

Max Phase: Preclinical

Molecular Formula: C20H20N2O4S

Molecular Weight: 384.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(NC2=NC(=O)/C(=C/c3cc(OC)c(O)c(OC)c3)S2)cc1

Standard InChI:  InChI=1S/C20H20N2O4S/c1-4-12-5-7-14(8-6-12)21-20-22-19(24)17(27-20)11-13-9-15(25-2)18(23)16(10-13)26-3/h5-11,23H,4H2,1-3H3,(H,21,22,24)/b17-11-

Standard InChI Key:  MDHXRSDCPWIQIZ-BOPFTXTBSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   -2.6567   -1.4132    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1147   -1.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1841   -4.0276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2216   -2.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8552   -2.5203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9916   -1.4132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242   -0.1032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -2.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -2.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7367   -2.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242   -0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4267   -2.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347   -2.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4502   -1.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3008   -3.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707   -2.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213   -3.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6097    0.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6097    1.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8952   -0.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1807    1.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8952    1.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1807    0.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996   -0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1515   -4.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663    1.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663    2.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0
  1 11  1  0
  2 14  1  0
  2 24  1  0
  3 15  1  0
  3 25  1  0
  4 10  2  0
  5 13  1  0
  6 10  1  0
  6 11  2  0
  7 11  1  0
  7 18  1  0
  8 10  1  0
  8 12  2  0
  9 12  1  0
  9 16  2  0
  9 17  1  0
 13 14  2  0
 13 15  1  0
 14 16  1  0
 15 17  2  0
 18 19  2  0
 18 20  1  0
 19 22  1  0
 20 23  2  0
 21 22  2  0
 21 23  1  0
 21 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1471827

   ---

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: 384.46

Molecular Weight (Monoisotopic): 384.1144

AlogP: 4.05

#Rotatable Bonds: 5

Polar Surface Area: 80.15

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.79

CX Basic pKa: ┄

CX LogP: 3.99

CX LogD: 3.97

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: -0.96

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays