ID: ALA379749

Max Phase: Preclinical

Molecular Formula: C43H65N7O10

Molecular Weight: 840.03

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCC(=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](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)[C@@H](C)O)C(C)C)[C@@H](C)O

Standard InChI:  InChI=1S/C43H65N7O10/c1-6-7-10-22-34(53)48-36(27(4)51)42(58)49-35(26(2)3)40(56)50-37(28(5)52)41(57)46-32(24-29-17-11-8-12-18-29)39(55)45-31(21-15-16-23-44)38(54)47-33(43(59)60)25-30-19-13-9-14-20-30/h8-9,11-14,17-20,26-28,31-33,35-37,51-52H,6-7,10,15-16,21-25,44H2,1-5H3,(H,45,55)(H,46,57)(H,47,54)(H,48,53)(H,49,58)(H,50,56)(H,59,60)/t27-,28-,31+,32+,33+,35+,36+,37+/m1/s1

Standard InChI Key:  YBARRDJYEQOOBX-MCPULCOISA-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: 840.03

Molecular Weight (Monoisotopic): 839.4793

AlogP: 0.59

#Rotatable Bonds: 27

Polar Surface Area: 278.38

Molecular Species: ZWITTERION

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.69

CX Basic pKa: 25.58

CX LogP: -0.86

CX LogD: -0.86

Aromatic Rings: 2

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: 0.17

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