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

ID: ALA2036319

Chembl Id: CHEMBL2036319

PubChem CID: 57894063

Max Phase: Preclinical

Molecular Formula: C27H28N2O5S2

Molecular Weight: 524.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cccc(C[C@H](O)/C=C/[C@H]3CCC(=O)N3CCSc3nc(C(=O)O)cs3)c2)cc1

Standard InChI:  InChI=1S/C27H28N2O5S2/c1-34-23-10-5-19(6-11-23)20-4-2-3-18(15-20)16-22(30)9-7-21-8-12-25(31)29(21)13-14-35-27-28-24(17-36-27)26(32)33/h2-7,9-11,15,17,21-22,30H,8,12-14,16H2,1H3,(H,32,33)/b9-7+/t21-,22+/m0/s1

Standard InChI Key:  DWLBFFMLIQEQIV-ORMBLBCUSA-N

Alternative Forms

1. Parent:

   

   ALA2036319

   2-[2-[(2R)-2-[(E,3S)-3-hydroxy-4-[3-(4-methoxyphenyl)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: 524.66

Molecular Weight (Monoisotopic): 524.1440

AlogP: 4.76

#Rotatable Bonds: 11

Polar Surface Area: 99.96

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.17

CX Basic pKa: ┄

CX LogP: 4.66

CX LogD: 1.21

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -0.39

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