N-(5-((1S)-2-((1-(4-((2,5-dioxothiazolidin-4-yl)methyl)phenyl)piperidin-4-yl)amino)-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide

ID: ALA5278539

Chembl Id: CHEMBL5278539

Max Phase: Preclinical

Molecular Formula: C24H30N4O6S2

Molecular Weight: 534.66

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)Nc1cc([C@H](O)CNC2CCN(c3ccc(CC4NC(=O)SC4=O)cc3)CC2)ccc1O

Standard InChI:  InChI=1S/C24H30N4O6S2/c1-36(33,34)27-19-13-16(4-7-21(19)29)22(30)14-25-17-8-10-28(11-9-17)18-5-2-15(3-6-18)12-20-23(31)35-24(32)26-20/h2-7,13,17,20,22,25,27,29-30H,8-12,14H2,1H3,(H,26,32)/t20?,22-/m1/s1

Standard InChI Key:  ONZKZAUJEOKBMX-LWMIZPGFSA-N

Alternative Forms

1. Parent:

   

   ALA5278539

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 534.66

Molecular Weight (Monoisotopic): 534.1607

AlogP: 1.95

#Rotatable Bonds: 9

Polar Surface Area: 148.07

Molecular Species: BASE

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.85

CX Basic pKa: 9.59

CX LogP: 0.21

CX LogD: -0.06

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: -0.62

References

1. Naim MJ, Alam MJ, Ahmad S, Nawaz F, Shrivastava N, Sahu M, Alam O..  (2017)  Therapeutic journey of 2,4-thiazolidinediones as a versatile scaffold: An insight into structure activity relationship.,  129  [PMID:28231521] [10.1016/j.ejmech.2017.02.031]

Source

Source(1):

• Scientific Literature