(3S)-3-((S)-4-methyl-2-((S)-4-methyl-2-(10H-phenothiazine-2-carboxamido)pentanamido)pentanamido)-tetrahydrofuran-2-yl acetate

ID: ALA206571

Chembl Id: CHEMBL206571

PubChem CID: 11467489

Max Phase: Preclinical

Molecular Formula: C31H40N4O6S

Molecular Weight: 596.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC1OCC[C@@H]1NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)c1ccc2c(c1)Nc1ccccc1S2

Standard InChI:  InChI=1S/C31H40N4O6S/c1-17(2)14-24(34-28(37)20-10-11-27-23(16-20)32-21-8-6-7-9-26(21)42-27)30(39)35-25(15-18(3)4)29(38)33-22-12-13-40-31(22)41-19(5)36/h6-11,16-18,22,24-25,31-32H,12-15H2,1-5H3,(H,33,38)(H,34,37)(H,35,39)/t22-,24-,25-,31?/m0/s1

Standard InChI Key:  BNGWXRGSXSJXMS-ZVUCNBDQSA-N

Alternative Forms

1. Parent:

   

   ALA206571

   (3S)-3-((S)-4-methyl-2-((S)-4-methyl-2-(10H-phenothiazine-2-carboxamido)pentanamido)pentanamido)-tetrahydrofuran-2-yl acetate

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

Calculated Properties

Molecular Weight: 596.75

Molecular Weight (Monoisotopic): 596.2669

AlogP: 4.36

#Rotatable Bonds: 11

Polar Surface Area: 134.86

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.09

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: -0.14

References

1. Auvin S, Pignol B, Navet E, Troadec M, Carré D, Camara J, Bigg D, Chabrier PE..  (2006)  Novel dual inhibitors of calpain and lipid peroxidation with enhanced cellular activity.,  16  (6): [PMID:16380258] [10.1016/j.bmcl.2005.12.036]

Source

Source(1):

• Scientific Literature