Carbamic Acid,(1,2,3-Thiadiazole-4-ylcarbonyl)-,omega-Bromo-dodecyl Ester

ID: ALA2252740

PubChem CID: 11166050

Max Phase: Preclinical

Molecular Formula: C16H26BrN3O3S

Molecular Weight: 420.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(=O)c1csnn1)OCCCCCCCCCCCCBr

Standard InChI:  InChI=1S/C16H26BrN3O3S/c17-11-9-7-5-3-1-2-4-6-8-10-12-23-16(22)18-15(21)14-13-24-20-19-14/h13H,1-12H2,(H,18,21,22)

Standard InChI Key:  RFCUDHJWCCHJDY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   11.4347  -14.6544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2198  -15.4428    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.9022  -15.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5418  -15.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2499  -14.6174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3305  -15.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5398  -16.3834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9100  -15.0173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6987  -15.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2782  -14.6549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9080  -16.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6967  -16.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9060  -17.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6947  -17.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9040  -18.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6927  -18.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2722  -17.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0609  -17.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6404  -17.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4292  -17.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0087  -16.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7974  -17.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3769  -16.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1676  -15.7887    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA2252740

   12-bromododecyl 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: 420.37

Molecular Weight (Monoisotopic): 419.0878

AlogP: 4.70

#Rotatable Bonds: 13

Polar Surface Area: 81.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.59

CX Basic pKa: ┄

CX LogP: 5.39

CX LogD: 4.55

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.37

Np Likeness Score: -1.13

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