benzyl N-[(2S)-1-{4-[(2S)-3-methyl-2-[(naphthalen-1-yl)formamido]butanoyl]piperazin-1-yl}-1-oxo-6-(prop-2-enamido)hexan-2-yl]carbamate

ID: ALA5267210

Chembl Id: CHEMBL5267210

Max Phase: Preclinical

Molecular Formula: C37H45N5O6

Molecular Weight: 655.80

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCN(C(=O)[C@@H](NC(=O)c2cccc3ccccc23)C(C)C)CC1

Standard InChI:  InChI=1S/C37H45N5O6/c1-4-32(43)38-20-11-10-19-31(39-37(47)48-25-27-13-6-5-7-14-27)35(45)41-21-23-42(24-22-41)36(46)33(26(2)3)40-34(44)30-18-12-16-28-15-8-9-17-29(28)30/h4-9,12-18,26,31,33H,1,10-11,19-25H2,2-3H3,(H,38,43)(H,39,47)(H,40,44)/t31-,33-/m0/s1

Standard InChI Key:  VXRMYHCWMSBVKB-WEZIJMHWSA-N

Alternative Forms

1. Parent:

   

   ALA5267210

   ---

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: 655.80

Molecular Weight (Monoisotopic): 655.3370

AlogP: 4.03

#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: 13.44

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.18

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