SID49648844

ID: ALA1980844

PubChem CID: 56642849

Max Phase: Preclinical

Molecular Formula: C16H17N5O8S2

Molecular Weight: 453.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N/OCC(=O)O)c3csc(N)n3)[C@H]2SC1.O

Standard InChI:  InChI=1S/C16H15N5O7S2.H2O/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7;/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27);1H2/b20-9+;/t10-,14-;/m1./s1

Standard InChI Key:  HPRLWADTNARROR-AAUIGXPGSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
    6.6584    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757    0.1193    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574    0.5163    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528   -1.7016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9901   -2.7682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5612   -2.7682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8576   -0.7203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5973    2.0403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7536    4.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7640    3.2070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5612   -1.1182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528    0.2902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    1.4569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -0.3237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6630   -0.9217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5612   -0.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7362   -0.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7362   -1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757   -1.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9901   -1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757   -2.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9901   -0.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6441    0.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274    0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7046   -1.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243    0.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655    0.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1438   -0.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191   -1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3837    2.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9671    3.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024    0.6727    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 16  2  1  0
  2 22  1  0
  3 27  1  0
  3 28  1  0
  4 18  2  0
  5 21  2  0
  6 21  1  0
  7 23  2  0
  8 13  1  0
  8 30  1  0
  9 31  2  0
 10 31  1  0
 11 16  1  0
 11 18  1  0
 11 19  1  0
 17 12  1  1
 12 23  1  0
 13 24  2  0
 14 26  1  0
 14 28  2  0
 15 28  1  0
 16 17  1  0
 17 18  1  0
 19 20  2  0
 19 21  1  0
 20 22  1  0
 20 25  1  0
 23 24  1  0
 24 26  1  0
 25 29  2  0
 26 27  2  0
 30 31  1  0
 16 32  1  6
M  END

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: 453.46

Molecular Weight (Monoisotopic): 453.0413

AlogP: -0.54

#Rotatable Bonds: 8

Polar Surface Area: 184.51

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.62

CX Basic pKa: 3.95

CX LogP: -1.28

CX LogD: -7.13

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.23

Np Likeness Score: -0.05

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays