ID: ALA469232

Max Phase: Preclinical

Molecular Formula: C53H85NO15

Molecular Weight: 976.26

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CO[C@H]([C@H](C)[C@H]1OC(=O)/C=C/C=C(\C)C[C@H](OC)[C@H](OC)C2=CC(=O)O[C@@H]([C@H](C)[C@H](OC)C[C@@H](OC)/C=C/[C@H](C)[C@@H](O)C[C@@H](OC)/C=C/[C@@H]1C)[C@H]2O)[C@@H](C)CCC(=O)[C@H](C)[C@@H](C/C=C/NC=O)OC

Standard InChI:  InChI=1S/C53H85NO15/c1-32-17-15-19-47(58)68-51(38(7)50(66-13)34(3)22-25-42(56)36(5)44(63-10)18-16-26-54-31-55)35(4)21-24-39(61-8)28-43(57)33(2)20-23-40(62-9)29-45(64-11)37(6)52-49(60)41(30-48(59)69-52)53(67-14)46(27-32)65-12/h15-17,19-21,23-24,26,30-31,33-40,43-46,49-53,57,60H,18,22,25,27-29H2,1-14H3,(H,54,55)/b19-15+,23-20+,24-21+,26-16+,32-17+/t33-,34-,35-,36-,37+,38-,39-,40-,43-,44+,45+,46-,49-,50-,51-,52-,53+/m0/s1

Standard InChI Key:  LJVPMKOTTPVUMA-FLSOVALPSA-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: 976.26

Molecular Weight (Monoisotopic): 975.5919

AlogP: 6.19

#Rotatable Bonds: 19

Polar Surface Area: 203.84

Molecular Species: NEUTRAL

HBA: 15

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.37

CX Basic pKa:

CX LogP: 5.48

CX LogD: 5.48

Aromatic Rings: 0

Heavy Atoms: 69

QED Weighted: 0.08

Np Likeness Score: 1.92

References

1. D'Auria MV, Gomez Paloma L, Minale L, Zampella A, Debitus C, Perez J..  (1995)  Neosiphoniamolide A, a novel cyclodepsipeptide, with antifungal activity from the marine sponge Neosiphonia superstes.,  58  (1): [PMID:7760068] [10.1021/np50115a017]

Source

Source(1):

• Scientific Literature