ID: ALA209568

Max Phase: Preclinical

Molecular Formula: C34H55N3O9

Molecular Weight: 649.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCCCCCC(=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/C34H55N3O9/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-29(40)35-28(23-25-17-19-26(39)20-18-25)33(44)36-27(21-22-30(41)42)32(43)37-31(24(2)38)34(45)46/h17-20,24,27-28,31,38-39H,3-16,21-23H2,1-2H3,(H,35,40)(H,36,44)(H,37,43)(H,41,42)(H,45,46)/t24-,27+,28+,31+/m1/s1

Standard InChI Key:  JFUKPHXMRQLKAY-YBXPBZDNSA-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: 649.83

Molecular Weight (Monoisotopic): 649.3938

AlogP: 4.20

#Rotatable Bonds: 26

Polar Surface Area: 202.36

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.40

CX Basic pKa:

CX LogP: 5.02

CX LogD: -1.51

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.07

Np Likeness Score: 0.33

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