Carbamic Acid,(1,2,3-Thiadiazole-4-ylcarbonyl)-,Hexadecyl Ester

ID: ALA2252738

PubChem CID: 11280954

Max Phase: Preclinical

Molecular Formula: C20H35N3O3S

Molecular Weight: 397.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCOC(=O)NC(=O)c1csnn1

Standard InChI:  InChI=1S/C20H35N3O3S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-26-20(25)21-19(24)18-17-27-23-22-18/h17H,2-16H2,1H3,(H,21,24,25)

Standard InChI Key:  KDRCDXFLAABSSX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 27  0  0  0  0  0  0  0  0999 V2000
   22.6360  -10.9110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4211  -11.6994    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.1035  -12.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7431  -11.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4512  -10.8740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5318  -11.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7411  -12.6401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1113  -11.2739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9000  -11.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4795  -10.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1093  -12.2776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8980  -12.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1073  -13.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8960  -13.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1053  -14.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8940  -14.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4735  -13.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2622  -14.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8417  -13.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6305  -13.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2100  -13.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9987  -13.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5782  -12.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3689  -12.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5802  -11.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0007  -12.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2120  -12.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252738

   hexadecyl N-(thiadiazole-4-carbonyl)carbamate

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: 397.59

Molecular Weight (Monoisotopic): 397.2399

AlogP: 5.89

#Rotatable Bonds: 16

Polar Surface Area: 81.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.59

CX Basic pKa: ┄

CX LogP: 7.07

CX LogD: 6.23

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.35

Np Likeness Score: -0.96

References

1. Li Z, Wu Z, Luo F..  (2005)  Synthesis and antifungal activities of alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamates and S-alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamothioates.,  53  (10): [PMID:15884810] [10.1021/jf0501746]

Source

Source(1):

• Scientific Literature