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

ID: ALA2252739

PubChem CID: 11383768

Max Phase: Preclinical

Molecular Formula: C14H22BrN3O3S

Molecular Weight: 392.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H22BrN3O3S/c15-9-7-5-3-1-2-4-6-8-10-21-14(20)16-13(19)12-11-22-18-17-12/h11H,1-10H2,(H,16,19,20)

Standard InChI Key:  ONCOGXJJGARMDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    0.7659  -15.2446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509  -16.0330    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2334  -16.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8729  -15.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5810  -15.2076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6616  -16.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709  -16.9736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2411  -15.6075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0299  -15.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6093  -15.2451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2391  -16.6112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0278  -16.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2371  -17.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0258  -17.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2351  -18.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0238  -18.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6033  -18.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3921  -18.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9715  -17.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7603  -18.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3398  -17.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1305  -16.7413    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
M  END

Alternative Forms

1. Parent:

   

   ALA2252739

   10-bromodecyl 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: 392.32

Molecular Weight (Monoisotopic): 391.0565

AlogP: 3.92

#Rotatable Bonds: 11

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: 4.50

CX LogD: 3.66

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.46

Np Likeness Score: -1.23

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