1-[4-Chloro-2-(3,4,5-trimethoxybenzylthio)-5-(5-phenyl-1,3,4-thiadiazol-2-yl)benzenesulfonyl]-3-hydroxyguanidine

ID: ALA2064115

PubChem CID: 70696986

Max Phase: Preclinical

Molecular Formula: C25H24ClN5O6S3

Molecular Weight: 622.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CSc2cc(Cl)c(-c3nnc(-c4ccccc4)s3)cc2S(=O)(=O)NC(=N)NO)cc(OC)c1OC

Standard InChI:  InChI=1S/C25H24ClN5O6S3/c1-35-18-9-14(10-19(36-2)22(18)37-3)13-38-20-12-17(26)16(11-21(20)40(33,34)31-25(27)30-32)24-29-28-23(39-24)15-7-5-4-6-8-15/h4-12,32H,13H2,1-3H3,(H3,27,30,31)

Standard InChI Key:  NFWWYFMQFPEZKM-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2064115

   2-[4-Chloro-5-(5-phenyl-1,3,4-thiadiazol-2-yl)-2-[(3,4,5-trimethoxyphenyl)methylsulfanyl]phenyl]sulfonyl-1-hydroxyguanidine

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: 622.15

Molecular Weight (Monoisotopic): 621.0577

AlogP: 5.04

#Rotatable Bonds: 10

Polar Surface Area: 155.75

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.67

CX Basic pKa: 3.60

CX LogP: 4.57

CX LogD: 4.55

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.08

Np Likeness Score: -0.83

References

1. Brożewicz K, Sławiński J..  (2012)  1-(2-Mercaptobenzenesulfonyl)-3-hydroxyguanidines--novel potent antiproliferatives, synthesis and in vitro biological activity.,  55  [PMID:22892345] [10.1016/j.ejmech.2012.07.042]

Source

Source(1):

• Scientific Literature