ethyl 2-(2-(2-imino-4-oxothiazolidin-5-yl)acetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

ID: ALA568556

Chembl Id: CHEMBL568556

Max Phase: Preclinical

Molecular Formula: C16H19N3O4S2

Molecular Weight: 381.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(NC(=O)CC2SC(=N)NC2=O)sc2c1CCCC2

Standard InChI:  InChI=1S/C16H19N3O4S2/c1-2-23-15(22)12-8-5-3-4-6-9(8)24-14(12)18-11(20)7-10-13(21)19-16(17)25-10/h10H,2-7H2,1H3,(H,18,20)(H2,17,19,21)

Standard InChI Key:  LIWVOYWWTWAULV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA568556

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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: 381.48

Molecular Weight (Monoisotopic): 381.0817

AlogP: 2.30

#Rotatable Bonds: 5

Polar Surface Area: 108.35

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.17

CX Basic pKa: 2.07

CX LogP: 3.64

CX LogD: 3.21

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: -1.81

References

1. Shi M, Stauffer B, Bhat R, Billiard J, Ponce-de-Leon H, Seestaller-Wehr L, Fukayama S, Mangine A, Moran R, Krishnamurthy G, Bodine P, Gopalsamy A..  (2009)  Identification of iminooxothiazolidines as secreted frizzled related protein-1 inhibitors.,  19  (22): [PMID:19819694] [10.1016/j.bmcl.2009.09.085]

2. PubChem BioAssay data set, 

3. Katzman BM, Perszyk RE, Yuan H, Tahirovic YA, Sotimehin AE, Traynelis SF, Liotta DC..  (2015)  A novel class of negative allosteric modulators of NMDA receptor function.,  25  (23): [PMID:26525866] [10.1016/j.bmcl.2015.10.046]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays