2-[(2-{(2R)-2-[(1E,3S)-3-Hydroxy-4-(4'-methyl-1,1'-biphenyl-3-yl)but-1-enyl]-5-oxopyrrolidin-1-yl}ethyl)sulfanyl]-1,3-thiazole-4-carboxylic acid

ID: ALA2036318

Chembl Id: CHEMBL2036318

PubChem CID: 57893982

Max Phase: Preclinical

Molecular Formula: C27H28N2O4S2

Molecular Weight: 508.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cccc(C[C@H](O)/C=C/[C@H]3CCC(=O)N3CCSc3nc(C(=O)O)cs3)c2)cc1

Standard InChI:  InChI=1S/C27H28N2O4S2/c1-18-5-7-20(8-6-18)21-4-2-3-19(15-21)16-23(30)11-9-22-10-12-25(31)29(22)13-14-34-27-28-24(17-35-27)26(32)33/h2-9,11,15,17,22-23,30H,10,12-14,16H2,1H3,(H,32,33)/b11-9+/t22-,23+/m0/s1

Standard InChI Key:  PJFILWNETZMJRD-RBJONROZSA-N

Alternative Forms

1. Parent:

   

   ALA2036318

   2-[2-[(2R)-2-[(E,3S)-3-hydroxy-4-[3-(4-methylphenyl)phenyl]but-1-enyl]-5-oxopyrrolidin-1-yl]ethylsulfanyl]-1,3-thiazole-4-carboxylic acid

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: 508.67

Molecular Weight (Monoisotopic): 508.1490

AlogP: 5.06

#Rotatable Bonds: 10

Polar Surface Area: 90.73

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.17

CX Basic pKa: ┄

CX LogP: 5.33

CX LogD: 1.88

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: -0.47

References

1. Kambe T, Maruyama T, Nakai Y, Oida H, Maruyama T, Abe N, Nishiura A, Nakai H, Toda M..  (2012)  Synthesis and evaluation of γ-lactam analogs of PGE₂ as EP4 and EP2/EP4 agonists.,  20  (11): [PMID:22546206] [10.1016/j.bmc.2012.04.008]

Source

Source(1):

• Scientific Literature