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

ID: ALA5267941

Chembl Id: CHEMBL5267941

Max Phase: Preclinical

Molecular Formula: C38H47N5O6

Molecular Weight: 669.82

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)CC)CC1

Standard InChI:  InChI=1S/C38H47N5O6/c1-4-27(3)34(41-35(45)31-19-13-17-29-16-9-10-18-30(29)31)37(47)43-24-22-42(23-25-43)36(46)32(20-11-12-21-39-33(44)5-2)40-38(48)49-26-28-14-7-6-8-15-28/h5-10,13-19,27,32,34H,2,4,11-12,20-26H2,1,3H3,(H,39,44)(H,40,48)(H,41,45)/t27?,32-,34-/m0/s1

Standard InChI Key:  ZPBQIHLQHPDVJV-LQDNDQQYSA-N

Alternative Forms

1. Parent:

   

   ALA5267941

   ---

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: 669.82

Molecular Weight (Monoisotopic): 669.3526

AlogP: 4.42

#Rotatable Bonds: 15

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: 4.38

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.16

Np Likeness Score: -0.55

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