ID: ALA562305

Max Phase: Preclinical

Molecular Formula: C30H47N3O5S

Molecular Weight: 561.79

Molecule Type: Small molecule

Representations

Synonyms (1): Fasciospongine A
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@H]1CC[C@H]2C(=CCCC2(C)C)[C@@]1(C)CCC(CCCC1=CCN(CCc2c[nH]cn2)C1=O)COS(=O)(=O)O

Standard InChI:  InChI=1S/C30H47N3O5S/c1-22-10-11-26-27(9-6-15-29(26,2)3)30(22,4)16-12-23(20-38-39(35,36)37)7-5-8-24-13-17-33(28(24)34)18-14-25-19-31-21-32-25/h9,13,19,21-23,26H,5-8,10-12,14-18,20H2,1-4H3,(H,31,32)(H,35,36,37)/t22-,23?,26-,30-/m0/s1

Standard InChI Key:  IAJOBCOCHZRJMA-CYPSKNEPSA-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: 561.79

Molecular Weight (Monoisotopic): 561.3236

AlogP: 5.91

#Rotatable Bonds: 13

Polar Surface Area: 112.59

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.39

CX Basic pKa: 6.55

CX LogP: 2.91

CX LogD: 2.78

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: 2.25

References

1. Yao G, Kondratyuk TP, Tan GT, Pezzuto JM, Chang LC..  (2009)  Bioactive sulfated sesterterpene alkaloids and sesterterpene sulfates from the marine sponge Fasciospongia sp.,  72  (2): [PMID:19178162] [10.1021/np8005343]

Source

Source(1):

• Scientific Literature