N-2-[4-[[1-Adamantanecarbonyl]-1-piperazinyl]-2-oxoethyl]propenamide

ID: ALA5177109

Chembl Id: CHEMBL5177109

PubChem CID: 73775527

Max Phase: Preclinical

Molecular Formula: C20H29N3O3

Molecular Weight: 359.47

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCC(=O)N1CCN(C(=O)C23CC4CC(CC(C4)C2)C3)CC1

Standard InChI:  InChI=1S/C20H29N3O3/c1-2-17(24)21-13-18(25)22-3-5-23(6-4-22)19(26)20-10-14-7-15(11-20)9-16(8-14)12-20/h2,14-16H,1,3-13H2,(H,21,24)

Standard InChI Key:  HYUPHTCREDOBCB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5177109

   N-[2-[4-(adamantane-1-carbonyl)piperazin-1-yl]-2-oxo-ethyl]prop-2-enamide (3e)

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: 359.47

Molecular Weight (Monoisotopic): 359.2209

AlogP: 1.18

#Rotatable Bonds: 4

Polar Surface Area: 69.72

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.98

CX Basic pKa: 1.18

CX LogP: 0.75

CX LogD: 0.75

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -0.89

References

1. Rangaswamy AMM, Navals P, Gates EWJ, Shad S, Watt SKI, Keillor JW..  (2022)  Structure-activity relationships of hydrophobic alkyl acrylamides as tissue transglutaminase inhibitors.,  13  (4.0): [PMID:35647547] [10.1039/d1md00382h]

2. Mader L, Watt SKI, Iyer HR, Nguyen L, Kaur H, Keillor JW..  (2023)  The war on hTG2: warhead optimization in small molecule human tissue transglutaminase inhibitors.,  14  (2.0): [PMID:36846370] [10.1039/d2md00378c]

Source

Source(1):

• Scientific Literature