7-((R)-2-((3S,4S,E)-3-Hydroxy-4-methylnon-1-en-6-yn-1-yl)-5-oxopyrrolidin-1-yl)heptanoic Acid

ID: ALA4558749

Chembl Id: CHEMBL4558749

Cas Number: 1628759-75-0

PubChem CID: 72706947

Max Phase: Preclinical

Molecular Formula: C21H33NO4

Molecular Weight: 363.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC#CC[C@H](C)[C@H](O)/C=C/[C@H]1CCC(=O)N1CCCCCCC(=O)O

Standard InChI:  InChI=1S/C21H33NO4/c1-3-4-7-10-17(2)19(23)14-12-18-13-15-20(24)22(18)16-9-6-5-8-11-21(25)26/h12,14,17-19,23H,3,5-6,8-11,13,15-16H2,1-2H3,(H,25,26)/b14-12+/t17-,18-,19+/m0/s1

Standard InChI Key:  CBIUADIJQPJQEZ-VIDOSBHOSA-N

Alternative Forms

1. Parent:

   

   ALA4558749

   7-[(2R)-2-[(E,3S,4S)-3-hydroxy-4-methylnon-1-en-6-ynyl]-5-oxopyrrolidin-1-yl]heptanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 363.50

Molecular Weight (Monoisotopic): 363.2410

AlogP: 3.37

#Rotatable Bonds: 11

Polar Surface Area: 77.84

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.29

CX Basic pKa: ┄

CX LogP: 3.55

CX LogD: 0.58

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.34

Np Likeness Score: 0.68

References

1. Barrett SD, Holt MC, Kramer JB, Germain B, Ho CS, Ciske FL, Kornilov A, Colombo JM, Uzieblo A, O'Malley JP, Owen TA, Stein AJ, Morano MI..  (2019)  Difluoromethylene at the γ-Lactam α-Position Improves 11-Deoxy-8-aza-PGE₁ Series EP₄ Receptor Binding and Activity: 11-Deoxy-10,10-difluoro-8-aza-PGE₁ Analog (KMN-159) as a Potent EP₄ Agonist.,  62  (9): [PMID:30964292] [10.1021/acs.jmedchem.9b00336]

Source

Source(1):

• Scientific Literature