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

ID: ALA2036321

Chembl Id: CHEMBL2036321

PubChem CID: 10481859

Max Phase: Preclinical

Molecular Formula: C28H30N2O4S2

Molecular Weight: 522.69

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)cc1C

Standard InChI:  InChI=1S/C28H30N2O4S2/c1-18-6-7-22(14-19(18)2)21-5-3-4-20(15-21)16-24(31)10-8-23-9-11-26(32)30(23)12-13-35-28-29-25(17-36-28)27(33)34/h3-8,10,14-15,17,23-24,31H,9,11-13,16H2,1-2H3,(H,33,34)/b10-8+/t23-,24+/m0/s1

Standard InChI Key:  QBUJKNBDVBZVJH-IEZNSWIASA-N

Alternative Forms

1. Parent:

   

   ALA2036321

   2-[2-[(2R)-2-[(E,3S)-4-[3-(3,4-dimethylphenyl)phenyl]-3-hydroxybut-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: 522.69

Molecular Weight (Monoisotopic): 522.1647

AlogP: 5.37

#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: 5.84

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.27

Np Likeness Score: -0.51

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