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

ID: ALA5291135

Chembl Id: CHEMBL5291135

Max Phase: Preclinical

Molecular Formula: C35H40BrN5O5

Molecular Weight: 690.64

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)Cc1ccccc1Br)C(=O)N1CCN(C(=O)[C@@H](C)NC(=O)c2cccc3ccccc23)CC1

Standard InChI:  InChI=1S/C35H40BrN5O5/c1-3-31(42)37-18-9-8-17-30(39-32(43)23-26-12-5-7-16-29(26)36)35(46)41-21-19-40(20-22-41)34(45)24(2)38-33(44)28-15-10-13-25-11-4-6-14-27(25)28/h3-7,10-16,24,30H,1,8-9,17-23H2,2H3,(H,37,42)(H,38,44)(H,39,43)/t24-,30+/m1/s1

Standard InChI Key:  AFNFQGFWVDQHQD-HLADLETHSA-N

Alternative Forms

1. Parent:

   

   ALA5291135

   ---

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: 690.64

Molecular Weight (Monoisotopic): 689.2213

AlogP: 3.59

#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: 12.52

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.19

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