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

ID: ALA5279051

Max Phase: Preclinical

Molecular Formula: C36H43N5O5

Molecular Weight: 625.77

Names and Identifiers

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

Standard InChI:  InChI=1S/C36H43N5O5/c1-4-32(42)37-19-10-9-18-31(39-33(43)24-28-14-6-5-12-25(28)2)36(46)41-22-20-40(21-23-41)35(45)26(3)38-34(44)30-17-11-15-27-13-7-8-16-29(27)30/h4-8,11-17,26,31H,1,9-10,18-24H2,2-3H3,(H,37,42)(H,38,44)(H,39,43)/t26-,31+/m1/s1

Standard InChI Key:  ZOEKUVGKOXRGLK-NEEKEDPPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5279051

   ---

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: 625.77

Molecular Weight (Monoisotopic): 625.3264

AlogP: 3.14

#Rotatable Bonds: 13

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: 12.83

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.20

Np Likeness Score: -0.81

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