7-(4-methoxybenzylideneamino)-N-(2-(4-methoxyphenyl)-5-(morpholinomethyl)-4-oxothiazolidin-3-yl)-3-methyl-5-oxo-1,5-dihydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonamide

ID: ALA554399

PubChem CID: 45268383

Max Phase: Preclinical

Molecular Formula: C29H32N8O7S2

Molecular Weight: 668.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/c2nc3[nH]nc(C)n3c(=O)c2S(=O)(=O)NN2C(=O)C(CN3CCOCC3)SC2c2ccc(OC)cc2)cc1

Standard InChI:  InChI=1S/C29H32N8O7S2/c1-18-32-33-29-31-25(30-16-19-4-8-21(42-2)9-5-19)24(27(39)36(18)29)46(40,41)34-37-26(38)23(17-35-12-14-44-15-13-35)45-28(37)20-6-10-22(43-3)11-7-20/h4-11,16,23,28,34H,12-15,17H2,1-3H3,(H,31,33)/b30-16+

Standard InChI Key:  UDZYVMBTZYCHTB-OKCVXOCRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA554399

   7-[(E)-(4-methoxyphenyl)methylideneamino]-N-[2-(4-methoxyphenyl)-5-(morpholin-4-ylmethyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methyl-5-oxo-1H-[1,2,4]triazolo[4,3-a]pyrimidine-6-sulfonamide

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: 668.76

Molecular Weight (Monoisotopic): 668.1835

AlogP: 1.66

#Rotatable Bonds: 10

Polar Surface Area: 172.82

Molecular Species: ACID

HBA: 13

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.71

CX Basic pKa: 6.21

CX LogP: -0.35

CX LogD: 0.56

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.24

Np Likeness Score: -0.97

References

1. Hafez HN, El-Gazzar AR..  (2009)  Synthesis and antitumor activity of substituted triazolo[4,3-a]pyrimidin-6-sulfonamide with an incorporated thiazolidinone moiety.,  19  (15): [PMID:19540114] [10.1016/j.bmcl.2009.05.126]

Source

Source(1):

• Scientific Literature