Sphinxolide B

ID: ALA1615234

Chembl Id: CHEMBL1615234

PubChem CID: 46937020

Max Phase: Preclinical

Molecular Formula: C53H85NO14

Molecular Weight: 960.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1CC2=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](C)[C@@H]([C@@H](C)[C@@H](OC)[C@@H](C)CCC(=O)[C@H](C)[C@@H](C/C=C/N(C)C=O)OC)OC(=O)/C=C/C=C(/C)C1)[C@H]2O

Standard InChI:  InChI=1S/C53H85NO14/c1-33-17-15-19-48(58)67-52(39(7)51(66-14)35(3)22-25-44(56)37(5)46(64-12)18-16-26-54(8)32-55)36(4)21-24-41(61-9)30-45(57)34(2)20-23-42(62-10)31-47(65-13)38(6)53-50(60)40(29-49(59)68-53)28-43(27-33)63-11/h15-17,19-21,23-24,26,29,32,34-39,41-43,45-47,50-53,57,60H,18,22,25,27-28,30-31H2,1-14H3/b19-15+,23-20+,24-21+,26-16+,33-17-/t34-,35-,36-,37-,38+,39-,41-,42+,43+,45-,46+,47-,50-,51-,52-,53-/m0/s1

Standard InChI Key:  MINVLQAHLUCDIO-GLLDUQGXSA-N

Alternative Forms

1. Parent:

   

   ALA1615234

   SPHINXOLIDE B

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

Calculated Properties

Molecular Weight: 960.26

Molecular Weight (Monoisotopic): 959.5970

AlogP: 6.91

#Rotatable Bonds: 18

Polar Surface Area: 185.82

Molecular Species: NEUTRAL

HBA: 14

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.49

CX Basic pKa: ┄

CX LogP: 5.98

CX LogD: 5.98

Aromatic Rings: ┄

Heavy Atoms: 68

QED Weighted: 0.08

Np Likeness Score: 1.67

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