Thiamphenicol glycinate

ID: ALA1697822

PubChem CID: 53324864

Max Phase: Preclinical

Molecular Formula: C14H18Cl2N2O6S

Molecular Weight: 413.28

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Thiamphenicol Glycinate | CHEMBL1697822

Canonical SMILES:  CS(=O)(=O)c1ccc([C@H](O)[C@@H](COC(=O)CN)NC(=O)C(Cl)Cl)cc1

Standard InChI:  InChI=1S/C14H18Cl2N2O6S/c1-25(22,23)9-4-2-8(3-5-9)12(20)10(7-24-11(19)6-17)18-14(21)13(15)16/h2-5,10,12-13,20H,6-7,17H2,1H3,(H,18,21)/t10-,12+/m1/s1

Standard InChI Key:  AMGKHLVPQHMHGQ-PWSUYJOCSA-N

Molfile:  

     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
   -3.3000    0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0145   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0145   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7290   -1.3554    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5171   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3123   -1.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456   -1.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    1.1196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421    1.1197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -0.9428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -2.1803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2724   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9869   -1.3553    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2724   -0.1178    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2724    1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2724    2.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9869    1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013    1.5322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  3  7  1  0
  7  8  1  0
  7  9  2  0
  7 10  2  0
  6 11  1  0
 11 12  1  0
 11 13  1  6
 12 14  1  0
 14 15  1  0
 12 16  1  1
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 15 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1697822

   THIAMPHENICOL GLYCINATE

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: 413.28

Molecular Weight (Monoisotopic): 412.0263

AlogP: -0.09

#Rotatable Bonds: 8

Polar Surface Area: 135.79

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.88

CX Basic pKa: 7.08

CX LogP: -0.80

CX LogD: -0.89

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: -0.09

References

1. Kruhlak NL, Choi SS, Contrera JF, Weaver JL, Willard JM, Hastings KL, Sancilio LF..  (2008)  Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.,  18  (2): [PMID:20020916] [10.1080/15376510701857262]

Source

Source(1):

• Scientific Literature