(3S,4R)-3-Ethyl-4-phenyl-3-(3-phenyl-propyl)-1-(2,4,6-trimethoxy-phenyl)-azetidin-2-one

ID: ALA47509

Chembl Id: CHEMBL47509

PubChem CID: 10095742

Max Phase: Preclinical

Molecular Formula: C29H33NO4

Molecular Weight: 459.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@]1(CCCc2ccccc2)C(=O)N(c2c(OC)cc(OC)cc2OC)[C@@H]1c1ccccc1

Standard InChI:  InChI=1S/C29H33NO4/c1-5-29(18-12-15-21-13-8-6-9-14-21)27(22-16-10-7-11-17-22)30(28(29)31)26-24(33-3)19-23(32-2)20-25(26)34-4/h6-11,13-14,16-17,19-20,27H,5,12,15,18H2,1-4H3/t27-,29+/m1/s1

Standard InChI Key:  DAYZPZNGHCSPDD-PXJZQJOASA-N

Alternative Forms

1. Parent:

   

   ALA47509

   (3S,4R)-3-Ethyl-4-phenyl-3-(3-phenyl-propyl)-1-(2,4,6-trimethoxy-phenyl)-azetidin-2-one

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: 459.59

Molecular Weight (Monoisotopic): 459.2410

AlogP: 6.22

#Rotatable Bonds: 10

Polar Surface Area: 48.00

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.34

CX LogD: 6.34

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: 0.15

References

1. Burnett DA, Caplen MA, Davis HR, Burrier RE, Clader JW..  (1994)  2-Azetidinones as inhibitors of cholesterol absorption.,  37  (12): [PMID:8021912] [10.1021/jm00038a001]

2. Itzhak Y, Kalir A, Weissman BA, Cohen S..  (1981)  New analgesic drugs derived from phencyclidine.,  24  (5): [PMID:7241506] [10.1021/jm00137a004]

Source

Source(1):

• Scientific Literature