ID: ALA426505

Max Phase: Preclinical

Molecular Formula: C36H53N7O10

Molecular Weight: 743.86

Molecule Type: Protein

Representations

Canonical SMILES:  CC(C)[C@H](NC(=O)[C@@H](N)[C@@H](C)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C36H53N7O10/c1-20(2)30(43-34(50)29(38)21(3)45)35(51)42-28(19-44)33(49)40-26(17-23-12-14-24(46)15-13-23)32(48)39-25(11-7-8-16-37)31(47)41-27(36(52)53)18-22-9-5-4-6-10-22/h4-6,9-10,12-15,20-21,25-30,44-46H,7-8,11,16-19,37-38H2,1-3H3,(H,39,48)(H,40,49)(H,41,47)(H,42,51)(H,43,50)(H,52,53)/t21-,25+,26+,27+,28+,29+,30+/m1/s1

Standard InChI Key:  OQVDDRGUJCBFSB-JFNPAXLGSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 743.86

Molecular Weight (Monoisotopic): 743.3854

AlogP: -1.83

#Rotatable Bonds: 22

Polar Surface Area: 295.53

Molecular Species: ZWITTERION

HBA: 11

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.70

CX Basic pKa: 10.18

CX LogP: -3.60

CX LogD: -3.86

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.06

Np Likeness Score: 0.36

References

1. Basse N, Papapostolou D, Pagano M, Reboud-Ravaux M, Bernard E, Felten AS, Vanderesse R..  (2006)  Development of lipopeptides for inhibiting 20S proteasomes.,  16  (12): [PMID:16630721] [10.1016/j.bmcl.2006.03.033]

Source

Source(1):

• Scientific Literature