5-chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxy-4-(2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)acetamido)benzamide

ID: ALA3330879

Chembl Id: CHEMBL3330879

PubChem CID: 118713278

Max Phase: Preclinical

Molecular Formula: C31H41ClN4O12S

Molecular Weight: 729.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)CO[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1

Standard InChI:  InChI=1S/C31H41ClN4O12S/c1-46-23-14-22(35-25(38)16-47-30-28(41)27(40)26(39)24(15-37)48-30)21(32)13-20(23)29(42)33-12-11-17-7-9-19(10-8-17)49(44,45)36-31(43)34-18-5-3-2-4-6-18/h7-10,13-14,18,24,26-28,30,37,39-41H,2-6,11-12,15-16H2,1H3,(H,33,42)(H,35,38)(H2,34,36,43)/t24-,26-,27+,28-,30+/m1/s1

Standard InChI Key:  BXLGBPMIMHMNHB-JGALVPIPSA-N

Alternative Forms

1. Parent:

   

   ALA3330879

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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: 729.20

Molecular Weight (Monoisotopic): 728.2130

AlogP: 0.40

#Rotatable Bonds: 13

Polar Surface Area: 242.08

Molecular Species: ACID

HBA: 12

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.32

CX Basic pKa: ┄

CX LogP: 0.44

CX LogD: -0.50

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.14

Np Likeness Score: -0.48

References

1. Mascarello A, Frederico MJ, Castro AJ, Mendes CP, Dutra MF, Woehl VM, Yunes RA, Mena Barreto Silva FR, Nunes RJ..  (2014)  Novel sulfonyl(thio)urea derivatives act efficiently both as insulin secretagogues and as insulinomimetic compounds.,  86  [PMID:25203779] [10.1016/j.ejmech.2014.09.007]

Source

Source(1):

• Scientific Literature