(S)-4-methyl-2-[(S)-4-methyl-2-(3-10H-phenothiazin-2-yl-propionylamino)-pentanoylamino]-pentanoic acid ((S)-2-hydroxy-tetrahydro-furan-3-yl)-amide

ID: ALA206453

Chembl Id: CHEMBL206453

PubChem CID: 11421890

Max Phase: Preclinical

Molecular Formula: C31H42N4O5S

Molecular Weight: 582.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)CCc1ccc2c(c1)Nc1ccccc1S2)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CCOC1O

Standard InChI:  InChI=1S/C31H42N4O5S/c1-18(2)15-24(29(37)35-25(16-19(3)4)30(38)34-22-13-14-40-31(22)39)33-28(36)12-10-20-9-11-27-23(17-20)32-21-7-5-6-8-26(21)41-27/h5-9,11,17-19,22,24-25,31-32,39H,10,12-16H2,1-4H3,(H,33,36)(H,34,38)(H,35,37)/t22-,24-,25-,31?/m0/s1

Standard InChI Key:  ZOBGGAIYJYPPGQ-ZVUCNBDQSA-N

Alternative Forms

1. Parent:

   

   ALA206453

   (2S)-N-[(2S)-1-[[(3S)-2-hydroxyoxolan-3-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methyl-2-[3-(10H-phenothiazin-2-yl)propanoylamino]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: 582.77

Molecular Weight (Monoisotopic): 582.2876

AlogP: 4.11

#Rotatable Bonds: 12

Polar Surface Area: 128.79

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.68

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -0.09

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