ID: ALA2372242

Max Phase: Preclinical

Molecular Formula: C40H47N5O9

Molecular Weight: 741.84

Molecule Type: Small molecule

Representations

Synonyms (1): gliotide
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(C)=CCOc1ccc(C[C@H]2NC(=O)[C@H](C)NC(=O)[C@@H](Cc3ccc(O)cc3)NC(=O)CNC(=O)[C@H](C)NC(=O)[C@H](Cc3ccccc3)OC2=O)cc1

Standard InChI:  InChI=1S/C40H47N5O9/c1-24(2)18-19-53-31-16-12-29(13-17-31)21-33-40(52)54-34(22-27-8-6-5-7-9-27)39(51)43-25(3)36(48)41-23-35(47)44-32(20-28-10-14-30(46)15-11-28)38(50)42-26(4)37(49)45-33/h5-18,25-26,32-34,46H,19-23H2,1-4H3,(H,41,48)(H,42,50)(H,43,51)(H,44,47)(H,45,49)/t25-,26-,32+,33+,34-/m0/s1

Standard InChI Key:  JNXJCUUDHZAFNN-DHYOPTJLSA-N

Molecule Features

Natural Product: Yes

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: 741.84

Molecular Weight (Monoisotopic): 741.3374

AlogP: 1.79

#Rotatable Bonds: 9

Polar Surface Area: 201.26

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.43

CX Basic pKa:

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 54

QED Weighted: 0.14

Np Likeness Score: 1.27

References

1. Lang G, Mitova MI, Ellis G, van der Sar S, Phipps RK, Blunt JW, Cummings NJ, Cole AL, Munro MH..  (2006)  Bioactivity profiling using HPLC/microtiter-plate analysis: application to a New Zealand marine alga-derived fungus, Gliocladium sp.,  69  (4): [PMID:16643039] [10.1021/np0504917]

Source

Source(1):

• Scientific Literature