ID: ALA443722

Max Phase: Preclinical

Molecular Formula: C54H87NO15

Molecular Weight: 990.28

Molecule Type: Small molecule

Representations

Synonyms (1): Sphinxolide C
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](OC)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/C54H87NO15/c1-33-18-16-20-48(58)69-52(39(7)51(67-14)35(3)23-26-43(57)37(5)44(63-10)19-17-27-55-32-56)36(4)22-25-40(61-8)29-45(64-11)34(2)21-24-41(62-9)30-46(65-12)38(6)53-50(60)42(31-49(59)70-53)54(68-15)47(28-33)66-13/h16-18,20-22,24-25,27,31-32,34-41,44-47,50-54,60H,19,23,26,28-30H2,1-15H3,(H,55,56)/b20-16+,24-21+,25-22+,27-17+,33-18+/t34-,35-,36-,37-,38+,39-,40-,41-,44+,45-,46+,47-,50-,51-,52-,53-,54+/m0/s1

Standard InChI Key:  BLWZJERNDXARBV-LQYIOTNLSA-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: 990.28

Molecular Weight (Monoisotopic): 989.6076

AlogP: 6.85

#Rotatable Bonds: 20

Polar Surface Area: 192.84

Molecular Species: NEUTRAL

HBA: 15

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.39

CX Basic pKa:

CX LogP: 6.12

CX LogD: 6.12

Aromatic Rings: 0

Heavy Atoms: 70

QED Weighted: 0.07

Np Likeness Score: 1.80

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