N-{5-[2-(1-Pyrrolidinesulfamoyl)-4,5-dimethoxy-benzyl]-1,3,4-thiadiazol-2-yl}-N-(p-trifluoromethylphenyl)amine

ID: ALA2270948

PubChem CID: 46177211

Max Phase: Preclinical

Molecular Formula: C22H23F3N4O4S2

Molecular Weight: 528.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2nnc(Nc3ccc(C(F)(F)F)cc3)s2)c(S(=O)(=O)N2CCCC2)cc1OC

Standard InChI:  InChI=1S/C22H23F3N4O4S2/c1-32-17-11-14(19(13-18(17)33-2)35(30,31)29-9-3-4-10-29)12-20-27-28-21(34-20)26-16-7-5-15(6-8-16)22(23,24)25/h5-8,11,13H,3-4,9-10,12H2,1-2H3,(H,26,28)

Standard InChI Key:  PXHZHSCAQOCFHH-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2270948

   5-[(4,5-dimethoxy-2-pyrrolidin-1-ylsulfonylphenyl)methyl]-N-[4-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-amine

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: 528.58

Molecular Weight (Monoisotopic): 528.1113

AlogP: 4.69

#Rotatable Bonds: 8

Polar Surface Area: 93.65

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.57

CX Basic pKa: 0.60

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -1.83

References

1. Camoutsis C, Geronikaki A, Ciric A, Soković M, Zoumpoulakis P, Zervou M..  (2010)  Sulfonamide-1,2,4-thiadiazole derivatives as antifungal and antibacterial agents: synthesis, biological evaluation, lipophilicity, and conformational studies.,  58  (2): [PMID:20118573] [10.1248/cpb.58.160]

Source

Source(1):

• Scientific Literature