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

ID: ALA5279745

Chembl Id: CHEMBL5279745

Max Phase: Preclinical

Molecular Formula: C35H41N5O6

Molecular Weight: 627.74

Names and Identifiers

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

Standard InChI:  InChI=1S/C35H41N5O6/c1-3-31(41)36-19-10-9-18-30(38-35(45)46-24-26-12-5-4-6-13-26)34(44)40-22-20-39(21-23-40)33(43)25(2)37-32(42)29-17-11-15-27-14-7-8-16-28(27)29/h3-8,11-17,25,30H,1,9-10,18-24H2,2H3,(H,36,41)(H,37,42)(H,38,45)/t25-,30-/m0/s1

Standard InChI Key:  OYSDKVKVTQRPPF-QCDSWUKFSA-N

Alternative Forms

1. Parent:

   

   ALA5279745

   ---

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: 627.74

Molecular Weight (Monoisotopic): 627.3057

AlogP: 3.40

#Rotatable Bonds: 13

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: 13.56

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.20

Np Likeness Score: -0.67

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