benzyl N-[(2S)-1-(4-{2-[(naphthalen-1-yl)formamido]acetyl}piperazin-1-yl)-1-oxo-6-(prop-2-enamido)hexan-2-yl]carbamate

ID: ALA5276449

Chembl Id: CHEMBL5276449

Max Phase: Preclinical

Molecular Formula: C34H39N5O6

Molecular Weight: 613.72

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCN(C(=O)CNC(=O)c2cccc3ccccc23)CC1

Standard InChI:  InChI=1S/C34H39N5O6/c1-2-30(40)35-18-9-8-17-29(37-34(44)45-24-25-11-4-3-5-12-25)33(43)39-21-19-38(20-22-39)31(41)23-36-32(42)28-16-10-14-26-13-6-7-15-27(26)28/h2-7,10-16,29H,1,8-9,17-24H2,(H,35,40)(H,36,42)(H,37,44)/t29-/m0/s1

Standard InChI Key:  RHJAGJUKRBNEDR-LJAQVGFWSA-N

Alternative Forms

1. Parent:

   

   ALA5276449

   ---

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: 613.72

Molecular Weight (Monoisotopic): 613.2900

AlogP: 3.01

#Rotatable Bonds: 13

Polar Surface Area: 137.15

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.53

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.20

Np Likeness Score: -0.80

References

1. Cundy NJ, Arciszewski J, Gates EWJ, Acton SL, Passley KD, Awoonor-Williams E, Boyd EK, Xu N, Pierson É, Fernandez-Ansieta C, Albert MR, McNeil NMR, Adhikary G, Eckert RL, Keillor JW..  (2023)  Novel irreversible peptidic inhibitors of transglutaminase 2.,  14  (2.0): [PMID:36846375] [10.1039/d2md00417h]

Source

Source(1):

• Scientific Literature