Ethyl (S)-4-(benzylcarbanyl)-2-((tert-butoxycarbonyl)amino)pent-4-enoate

ID: ALA5289082

Chembl Id: CHEMBL5289082

Max Phase: Preclinical

Molecular Formula: C20H28N2O5

Molecular Weight: 376.45

Names and Identifiers

Canonical SMILES:  C=C(C[C@H](NC(=O)OC(C)(C)C)C(=O)OCC)C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C20H28N2O5/c1-6-26-18(24)16(22-19(25)27-20(3,4)5)12-14(2)17(23)21-13-15-10-8-7-9-11-15/h7-11,16H,2,6,12-13H2,1,3-5H3,(H,21,23)(H,22,25)/t16-/m0/s1

Standard InChI Key:  IGPITMBXEZXIPP-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA5289082

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 376.45

Molecular Weight (Monoisotopic): 376.1998

AlogP: 2.71

#Rotatable Bonds: 8

Polar Surface Area: 93.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.44

CX Basic pKa: ┄

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -0.64

References

1. Khan MIH, Mahdi F, Penfornis P, Akins NS, Hossain MI, Kim SJ, Sulochana SP, Adam AT, Tran TD, Tan C, Paolo Claudio P, Paris JJ, Le HV..  (2023)  Synthesis and biological evaluation of tert-butyl ester and ethyl ester prodrugs of L-γ-methyleneglutamic acid amides for cancer.,  78  [PMID:36603398] [10.1016/j.bmc.2022.117137]

Source

Source(1):

• Scientific Literature