N-[(1S)-2-[4-[(2S)-2-[[2-(2-methoxyphenyl)acetyl]amino]-6-(prop-2-enoylamino)hexanoyl]piperazin-1-yl]-1-methyl-2-oxo-ethyl]naphthalene-1-carboxamide

ID: ALA5289828

Chembl Id: CHEMBL5289828

Max Phase: Preclinical

Molecular Formula: C36H43N5O6

Molecular Weight: 641.77

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)Cc1ccccc1OC)C(=O)N1CCN(C(=O)[C@H](C)NC(=O)c2cccc3ccccc23)CC1

Standard InChI:  InChI=1S/C36H43N5O6/c1-4-32(42)37-19-10-9-17-30(39-33(43)24-27-13-6-8-18-31(27)47-3)36(46)41-22-20-40(21-23-41)35(45)25(2)38-34(44)29-16-11-14-26-12-5-7-15-28(26)29/h4-8,11-16,18,25,30H,1,9-10,17,19-24H2,2-3H3,(H,37,42)(H,38,44)(H,39,43)/t25-,30-/m0/s1

Standard InChI Key:  DFPNEAUMVKDBMO-QCDSWUKFSA-N

Alternative Forms

1. Parent:

   

   ALA5289828

   ---

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: 641.77

Molecular Weight (Monoisotopic): 641.3213

AlogP: 2.84

#Rotatable Bonds: 14

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: 12.65

CX Basic pKa: ┄

CX LogP: 2.38

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.18

Np Likeness Score: -0.72

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