ID: ALA267439

Max Phase: Preclinical

Molecular Formula: C52H80N6O13

Molecular Weight: 997.24

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C52H80N6O13/c1-6-8-9-10-11-12-13-14-15-16-17-18-22-25-42(62)56-45(34(4)59)51(69)57-44(33(3)7-2)49(67)58-46(35(5)60)50(68)54-39(30-36-23-20-19-21-24-36)47(65)53-40(32-43(63)64)48(66)55-41(52(70)71)31-37-26-28-38(61)29-27-37/h19-21,23-24,26-29,33-35,39-41,44-46,59-61H,6-18,22,25,30-32H2,1-5H3,(H,53,65)(H,54,68)(H,55,66)(H,56,62)(H,57,69)(H,58,67)(H,63,64)(H,70,71)/t33-,34+,35+,39-,40-,41-,44-,45-,46-/m0/s1

Standard InChI Key:  UOKLNRZYPUXLRL-BDHQDBTNSA-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: 997.24

Molecular Weight (Monoisotopic): 996.5783

AlogP: 3.93

#Rotatable Bonds: 36

Polar Surface Area: 309.89

Molecular Species: ACID

HBA: 11

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.36

CX Basic pKa:

CX LogP: 5.48

CX LogD: -1.07

Aromatic Rings: 2

Heavy Atoms: 71

QED Weighted: 0.04

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