ID: ALA207452

Max Phase: Preclinical

Molecular Formula: C40H62N4O6

Molecular Weight: 694.96

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCCCCCC(=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/C40H62N4O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-23-37(46)42-35(29-32-24-26-33(45)27-25-32)39(48)43-34(22-18-19-28-41)38(47)44-36(40(49)50)30-31-20-15-14-16-21-31/h14-16,20-21,24-27,34-36,45H,2-13,17-19,22-23,28-30,41H2,1H3,(H,42,46)(H,43,48)(H,44,47)(H,49,50)/t34-,35-,36-/m0/s1

Standard InChI Key:  IUIUFAZMNXOIDA-KVBYWJEESA-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: 694.96

Molecular Weight (Monoisotopic): 694.4669

AlogP: 6.33

#Rotatable Bonds: 28

Polar Surface Area: 170.85

Molecular Species: ZWITTERION

HBA: 6

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.70

CX Basic pKa: 10.28

CX LogP: 5.26

CX LogD: 5.26

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.06

Np Likeness Score: 0.22

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