Benthiavalicarb-isopropyl

ID: ALA2334743

Cas Number: 177406-68-7

PubChem CID: 53297381

Product Number: B114957, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H24FN3O3S

Molecular Weight: 381.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)N[C@H](C(=O)N[C@H](C)c1nc2ccc(F)cc2s1)C(C)C

Standard InChI:  InChI=1S/C18H24FN3O3S/c1-9(2)15(22-18(24)25-10(3)4)16(23)20-11(5)17-21-13-7-6-12(19)8-14(13)26-17/h6-11,15H,1-5H3,(H,20,23)(H,22,24)/t11-,15+/m1/s1

Standard InChI Key:  USRKFGIXLGKMKU-ABAIWWIYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   34.3371  -16.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3360  -17.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0440  -17.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0422  -16.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7509  -16.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7511  -17.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5341  -17.6941    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.0178  -17.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5337  -16.3622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6279  -17.8479    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.8350  -17.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2438  -17.7352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2433  -16.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0610  -17.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4699  -18.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4694  -17.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0615  -19.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2871  -18.4422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6954  -17.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5126  -17.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2866  -17.0268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9214  -18.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2443  -19.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7386  -18.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5131  -19.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4703  -19.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  1
 12 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  1
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 17 23  1  0
 22 24  1  0
 22 25  1  0
 17 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2334743

   BENTHIAVALICARB-ISOPROPYL

Molecule Features

Natural Product: Yes

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: 381.47

Molecular Weight (Monoisotopic): 381.1522

AlogP: 3.77

#Rotatable Bonds: 6

Polar Surface Area: 80.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.33

CX Basic pKa: 1.60

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -1.65

References

1. Miyake Y, Sakai J, Shibata M, Yonekura N, Miura I, Kumakura K, Nagayama K.  (2005)  Fungicidial Activity of Benthiavalicarb-isopropyl against Phytophthora infestans and Its Controlling Activity against Late Blight Diseases,  30  (4): [10.1584/jpestics.30.390]

2. Imramovský A, Pejchal V, Štěpánková Š, Vorčáková K, Jampílek J, Vančo J, Šimůnek P, Královec K, Brůčková L, Mandíková J, Trejtnar F..  (2013)  Synthesis and in vitro evaluation of new derivatives of 2-substituted-6-fluorobenzo[d]thiazoles as cholinesterase inhibitors.,  21  (7): [PMID:23462716] [10.1016/j.bmc.2013.01.052]

Source

Source(1):

• Scientific Literature