ID: ALA4099998

Max Phase: Preclinical

Molecular Formula: C35H47N5O8S

Molecular Weight: 697.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)NCCOCCOCCNS(=O)(=O)c1cccc2c(N(C)C)cccc12

Standard InChI:  InChI=1S/C35H47N5O8S/c1-4-33(41)36-19-9-8-16-30(39-35(43)48-26-27-12-6-5-7-13-27)34(42)37-20-22-46-24-25-47-23-21-38-49(44,45)32-18-11-14-28-29(32)15-10-17-31(28)40(2)3/h4-7,10-15,17-18,30,38H,1,8-9,16,19-26H2,2-3H3,(H,36,41)(H,37,42)(H,39,43)/t30-/m0/s1

Standard InChI Key:  PEXQGECJXSNLDT-PMERELPUSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 697.86

Molecular Weight (Monoisotopic): 697.3145

AlogP: 3.10

#Rotatable Bonds: 22

Polar Surface Area: 164.40

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.91

CX Basic pKa: 4.63

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.09

Np Likeness Score: -0.84

References

1. Akbar A, McNeil NMR, Albert MR, Ta V, Adhikary G, Bourgeois K, Eckert RL, Keillor JW..  (2017)  Structure-Activity Relationships of Potent, Targeted Covalent Inhibitors That Abolish Both the Transamidation and GTP Binding Activities of Human Tissue Transglutaminase.,  60  (18): [PMID:28858494] [10.1021/acs.jmedchem.7b01070]

2. McNeil NMR, Gates EWJ, Firoozi N, Cundy NJ, Leccese J, Eisinga S, Tyndall JDA, Adhikary G, Eckert RL, Keillor JW..  (2022)  Structure-activity relationships of N-terminal variants of peptidomimetic tissue transglutaminase inhibitors.,  232  [PMID:35158154] [10.1016/j.ejmech.2022.114172]

Source

Source(1):

• Scientific Literature