cinnamyl phenylthiomethylcarbamate

ID: ALA2271160

PubChem CID: 76308786

Max Phase: Preclinical

Molecular Formula: C17H17NO2S

Molecular Weight: 299.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCSc1ccccc1)OC/C=C/c1ccccc1

Standard InChI:  InChI=1S/C17H17NO2S/c19-17(18-14-21-16-11-5-2-6-12-16)20-13-7-10-15-8-3-1-4-9-15/h1-12H,13-14H2,(H,18,19)/b10-7+

Standard InChI Key:  NHBFHVHXCCTXPK-JXMROGBWSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   29.9802  -17.3220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6859  -17.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6850  -18.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3941  -17.3228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1014  -17.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2720  -17.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5648  -17.3203    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.8566  -17.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1521  -17.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4444  -17.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4430  -18.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1552  -18.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8600  -18.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1004  -18.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8076  -18.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8066  -19.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0987  -20.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0974  -20.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8051  -21.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5157  -20.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5135  -20.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271160

   CINNAMYL PHENYLTHIOMETHYLCARBAMATE

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: 299.40

Molecular Weight (Monoisotopic): 299.0980

AlogP: 4.18

#Rotatable Bonds: 6

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: ┄

CX LogP: 4.22

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.29

References

1. Alizadeh BH, Sugiyama T, Oritani T, Kuwahara S..  (2002)  Preparation of N-substituted aryl and alkyl carbamates and their inhibitory effect on oat seed germination.,  66  (2): [PMID:11999420] [10.1271/bbb.66.422]

Source

Source(1):

• Scientific Literature