ID: ALA210325

Max Phase: Preclinical

Molecular Formula: C34H56N4O9

Molecular Weight: 664.84

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCCCCC(N)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](C(=O)O)[C@@H](C)O

Standard InChI:  InChI=1S/C34H56N4O9/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-26(35)31(43)37-28(22-24-16-18-25(40)19-17-24)33(45)36-27(20-21-29(41)42)32(44)38-30(23(2)39)34(46)47/h16-19,23,26-28,30,39-40H,3-15,20-22,35H2,1-2H3,(H,36,45)(H,37,43)(H,38,44)(H,41,42)(H,46,47)/t23-,26?,27+,28+,30+/m1/s1

Standard InChI Key:  ZGCCSDZZDMJDCH-CQRHBSBTSA-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: 664.84

Molecular Weight (Monoisotopic): 664.4047

AlogP: 3.14

#Rotatable Bonds: 26

Polar Surface Area: 228.38

Molecular Species: ACID

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.40

CX Basic pKa: 8.12

CX LogP: 1.48

CX LogD: -1.54

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.07

Np Likeness Score: 0.47

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