(S)-4-Methyl-2-{(S)-2-[2-(10H-phenothiazin-2-yloxy)-acetylamino]-pentanoylamino}-pentanoic acid ((S)-2-hydroxy-tetrahydro-furan-3-yl)-amide

ID: ALA412566

Chembl Id: CHEMBL412566

PubChem CID: 11273094

Max Phase: Preclinical

Molecular Formula: C29H38N4O6S

Molecular Weight: 570.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC[C@H](NC(=O)COc1ccc2c(c1)Nc1ccccc1S2)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CCOC1O

Standard InChI:  InChI=1S/C29H38N4O6S/c1-4-7-20(27(35)33-23(14-17(2)3)28(36)32-21-12-13-38-29(21)37)31-26(34)16-39-18-10-11-25-22(15-18)30-19-8-5-6-9-24(19)40-25/h5-6,8-11,15,17,20-21,23,29-30,37H,4,7,12-14,16H2,1-3H3,(H,31,34)(H,32,36)(H,33,35)/t20-,21-,23-,29?/m0/s1

Standard InChI Key:  AYSDUNWXRUGZRO-WZPYTOSHSA-N

Alternative Forms

1. Parent:

   

   ALA412566

   (2S)-N-[(3S)-2-hydroxyoxolan-3-yl]-4-methyl-2-[[(2S)-2-[[2-(10H-phenothiazin-2-yloxy)acetyl]amino]pentanoyl]amino]pentanamide

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: 570.71

Molecular Weight (Monoisotopic): 570.2512

AlogP: 3.31

#Rotatable Bonds: 12

Polar Surface Area: 138.02

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.53

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.22

Np Likeness Score: -0.34

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