2-{[2-((2R)-2-{(1E,3S)-4-[3-(5,7-Dimethyl-1,3-benzoxazol-2-yl)phenyl]-3-hydroxybut-1-enyl}-5-oxopyrrolidin-1-yl)ethyl]sulfanyl}-1,3-thiazole-4-carboxylic acid

ID: ALA2037291

Chembl Id: CHEMBL2037291

PubChem CID: 10076580

Max Phase: Preclinical

Molecular Formula: C29H29N3O5S2

Molecular Weight: 563.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2oc(-c3cccc(C[C@H](O)/C=C/[C@H]4CCC(=O)N4CCSc4nc(C(=O)O)cs4)c3)nc2c1

Standard InChI:  InChI=1S/C29H29N3O5S2/c1-17-12-18(2)26-23(13-17)30-27(37-26)20-5-3-4-19(14-20)15-22(33)8-6-21-7-9-25(34)32(21)10-11-38-29-31-24(16-39-29)28(35)36/h3-6,8,12-14,16,21-22,33H,7,9-11,15H2,1-2H3,(H,35,36)/b8-6+/t21-,22+/m0/s1

Standard InChI Key:  BBHKUNBVRUJLON-KLJHTQCXSA-N

Alternative Forms

1. Parent:

   

   ALA2037291

   2-[2-[(2R)-2-[(E,3S)-4-[3-(5,7-dimethyl-1,3-benzoxazol-2-yl)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: 563.70

Molecular Weight (Monoisotopic): 563.1549

AlogP: 5.51

#Rotatable Bonds: 10

Polar Surface Area: 116.76

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.17

CX Basic pKa: 1.19

CX LogP: 5.48

CX LogD: 2.12

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: -0.66

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