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

ID: ALA5279900

Chembl Id: CHEMBL5279900

Max Phase: Preclinical

Molecular Formula: C35H39F2N5O5

Molecular Weight: 647.72

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)Cc1ccc(F)cc1F)C(=O)N1CCN(C(=O)[C@H](C)NC(=O)c2cccc3ccccc23)CC1

Standard InChI:  InChI=1S/C35H39F2N5O5/c1-3-31(43)38-16-7-6-13-30(40-32(44)21-25-14-15-26(36)22-29(25)37)35(47)42-19-17-41(18-20-42)34(46)23(2)39-33(45)28-12-8-10-24-9-4-5-11-27(24)28/h3-5,8-12,14-15,22-23,30H,1,6-7,13,16-21H2,2H3,(H,38,43)(H,39,45)(H,40,44)/t23-,30-/m0/s1

Standard InChI Key:  ZIIZBPGCLBSIOF-JHOBJCJYSA-N

Alternative Forms

1. Parent:

   

   ALA5279900

   ---

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: 647.72

Molecular Weight (Monoisotopic): 647.2919

AlogP: 3.11

#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: 12.30

CX Basic pKa: ┄

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.19

Np Likeness Score: -1.03

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