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

ID: ALA5280429

Chembl Id: CHEMBL5280429

Max Phase: Preclinical

Molecular Formula: C41H44BrN5O5

Molecular Weight: 766.74

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)Cc1ccccc1Br)C(=O)N1CCN(C(=O)[C@H](Cc2ccccc2)NC(=O)c2cccc3ccccc23)CC1

Standard InChI:  InChI=1S/C41H44BrN5O5/c1-2-37(48)43-22-11-10-21-35(44-38(49)28-31-16-7-9-20-34(31)42)40(51)46-23-25-47(26-24-46)41(52)36(27-29-13-4-3-5-14-29)45-39(50)33-19-12-17-30-15-6-8-18-32(30)33/h2-9,12-20,35-36H,1,10-11,21-28H2,(H,43,48)(H,44,49)(H,45,50)/t35-,36-/m0/s1

Standard InChI Key:  PPUXAPNMYZRJKB-ZPGRZCPFSA-N

Alternative Forms

1. Parent:

   

   ALA5280429

   ---

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: 766.74

Molecular Weight (Monoisotopic): 765.2526

AlogP: 4.81

#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: 12.48

CX Basic pKa: ┄

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.12

Np Likeness Score: -0.60

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