N-[(2R)-1-{4-[(2S)-2-[2-(2-methylphenyl)acetamido]-6-(prop-2-enamido)hexanoyl]piperazin-1-yl}-1-oxo-3-phenylpropan-2-yl]naphthalene-1-carboxamide

ID: ALA5274047

Chembl Id: CHEMBL5274047

Max Phase: Preclinical

Molecular Formula: C42H47N5O5

Molecular Weight: 701.87

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)Cc1ccccc1C)C(=O)N1CCN(C(=O)[C@@H](Cc2ccccc2)NC(=O)c2cccc3ccccc23)CC1

Standard InChI:  InChI=1S/C42H47N5O5/c1-3-38(48)43-23-12-11-22-36(44-39(49)29-33-18-8-7-14-30(33)2)41(51)46-24-26-47(27-25-46)42(52)37(28-31-15-5-4-6-16-31)45-40(50)35-21-13-19-32-17-9-10-20-34(32)35/h3-10,13-21,36-37H,1,11-12,22-29H2,2H3,(H,43,48)(H,44,49)(H,45,50)/t36-,37+/m0/s1

Standard InChI Key:  XWXUPJBQAPNAKJ-PQQNNWGCSA-N

Alternative Forms

1. Parent:

   

   ALA5274047

   ---

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: 701.87

Molecular Weight (Monoisotopic): 701.3577

AlogP: 4.36

#Rotatable Bonds: 15

Polar Surface Area: 127.92

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.77

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.13

Np Likeness Score: -0.61

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