{4-[(S)-3,3-Diethyl-4-oxo-1-((R)-1-p-tolyl-butylcarbamoyl)-azetidin-2-yloxy]-phenyl}-acetic acid

ID: ALA93727

Chembl Id: CHEMBL93727

Cas Number: 127063-08-5

PubChem CID: 196813

Max Phase: Preclinical

Molecular Formula: C27H34N2O5

Molecular Weight: 466.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC[C@@H](NC(=O)N1C(=O)C(CC)(CC)[C@@H]1Oc1ccc(CC(=O)O)cc1)c1ccc(C)cc1

Standard InChI:  InChI=1S/C27H34N2O5/c1-5-8-22(20-13-9-18(4)10-14-20)28-26(33)29-24(32)27(6-2,7-3)25(29)34-21-15-11-19(12-16-21)17-23(30)31/h9-16,22,25H,5-8,17H2,1-4H3,(H,28,33)(H,30,31)/t22-,25+/m1/s1

Standard InChI Key:  KGAREWFAONZBOP-RDGATRHJSA-N

Alternative Forms

1. Parent:

   

   ALA93727

   4-((1-(((-1-(4-Methylphenyl)butyl)amino)carbonyl)-3,3-diethyl-4-oxo-2-azetidinyl)oxy)benzeneacetic 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: 466.58

Molecular Weight (Monoisotopic): 466.2468

AlogP: 5.23

#Rotatable Bonds: 10

Polar Surface Area: 95.94

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.77

CX Basic pKa: ┄

CX LogP: 6.23

CX LogD: 2.95

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -0.22

References

1. Durette PL, Chabin RM, Fletcher DS, Green BG, Hanlon WA, Humes JL, Knight WB, Lanza TJ, Mumford RA, Pacholok S, MacCoss M.  (1995)  Phosphorous acid analogs of L-680,833, a potent monocyclic -lactam inhibitor of human leukocyte elastase,  5  (3): [10.1016/0960-894X(95)00022-L]

2. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source

Source(1):

• Scientific Literature