benzyl N-[(2S)-1-{4-[(2R)-2-[(naphthalen-1-yl)formamido]-3-phenylpropanoyl]piperazin-1-yl}-1-oxo-6-(prop-2-enamido)hexan-2-yl]carbamate

ID: ALA5282531

Chembl Id: CHEMBL5282531

Max Phase: Preclinical

Molecular Formula: C41H45N5O6

Molecular Weight: 703.84

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCN(C(=O)[C@@H](Cc2ccccc2)NC(=O)c2cccc3ccccc23)CC1

Standard InChI:  InChI=1S/C41H45N5O6/c1-2-37(47)42-23-12-11-22-35(44-41(51)52-29-31-16-7-4-8-17-31)39(49)45-24-26-46(27-25-45)40(50)36(28-30-14-5-3-6-15-30)43-38(48)34-21-13-19-32-18-9-10-20-33(32)34/h2-10,13-21,35-36H,1,11-12,22-29H2,(H,42,47)(H,43,48)(H,44,51)/t35-,36+/m0/s1

Standard InChI Key:  QBXHFWWRRACWFY-MPQUPPDSSA-N

Alternative Forms

1. Parent:

   

   ALA5282531

   ---

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: 703.84

Molecular Weight (Monoisotopic): 703.3370

AlogP: 4.62

#Rotatable Bonds: 15

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: 13.51

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.12

Np Likeness Score: -0.47

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