ID: ALA4103395

Max Phase: Preclinical

Molecular Formula: C33H41N5O6S

Molecular Weight: 635.79

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCN(S(=O)(=O)c2cccc3c(N(C)C)cccc23)CC1

Standard InChI:  InChI=1S/C33H41N5O6S/c1-4-31(39)34-19-9-8-16-28(35-33(41)44-24-25-12-6-5-7-13-25)32(40)37-20-22-38(23-21-37)45(42,43)30-18-11-14-26-27(30)15-10-17-29(26)36(2)3/h4-7,10-15,17-18,28H,1,8-9,16,19-24H2,2-3H3,(H,34,39)(H,35,41)/t28-/m0/s1

Standard InChI Key:  QAFQMNLZLZDYJW-NDEPHWFRSA-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: 635.79

Molecular Weight (Monoisotopic): 635.2778

AlogP: 3.51

#Rotatable Bonds: 13

Polar Surface Area: 128.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.24

CX Basic pKa: 4.63

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.22

Np Likeness Score: -1.03

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