5-[(Benzhydrylsulfinyl)methyl]-2-methoxythiazole

ID: ALA4560378

PubChem CID: 155558540

Max Phase: Preclinical

Molecular Formula: C18H17NO2S2

Molecular Weight: 343.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ncc(C[S+]([O-])C(c2ccccc2)c2ccccc2)s1

Standard InChI:  InChI=1S/C18H17NO2S2/c1-21-18-19-12-16(22-18)13-23(20)17(14-8-4-2-5-9-14)15-10-6-3-7-11-15/h2-12,17H,13H2,1H3

Standard InChI Key:  VFUVDEGVTTXPQK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.3152  -11.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3140  -12.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0288  -12.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7452  -12.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424  -11.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0270  -10.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4603  -12.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4617  -13.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7465  -13.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474  -14.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4631  -14.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792  -14.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1748  -13.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1742  -12.1034    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892  -12.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6031  -12.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3527  -12.4367    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9038  -11.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4902  -11.1089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6835  -11.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1729  -11.2784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7244  -11.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0611  -12.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  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
  7 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
 14 21  1  0
 18 22  1  0
 22 23  1  0
M  CHG  2  14   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4560378

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 343.47

Molecular Weight (Monoisotopic): 343.0701

AlogP: 4.19

#Rotatable Bonds: 6

Polar Surface Area: 45.18

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.20

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.46

References

1. Kalaba P, Ilić M, Aher NY, Dragačević V, Wieder M, Zehl M, Wackerlig J, Beyl S, Sartori SB, Ebner K, Roller A, Lukic N, Beryozkina T, Gonzalez ERP, Neill P, Khan JA, Bakulev V, Leban JJ, Hering S, Pifl C, Singewald N, Lubec J, Urban E, Sitte HH, Langer T, Lubec G..  (2020)  Structure-Activity Relationships of Novel Thiazole-Based Modafinil Analogues Acting at Monoamine Transporters.,  63  (1): [PMID:31841637] [10.1021/acs.jmedchem.9b01938]

Source

Source(1):

• Scientific Literature