ID: ALA556261

Max Phase: Preclinical

Molecular Formula: C30H45N3O6S

Molecular Weight: 575.77

Molecule Type: Small molecule

Representations

Synonyms (1): 19-Oxofasciospongine A
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C30H45N3O6S/c1-21-10-11-25-26(9-6-14-29(25,2)3)30(21,4)15-12-22(19-39-40(36,37)38)7-5-8-23-17-27(34)33(28(23)35)16-13-24-18-31-20-32-24/h9,17-18,20-22,25H,5-8,10-16,19H2,1-4H3,(H,31,32)(H,36,37,38)/t21-,22?,25-,30-/m0/s1

Standard InChI Key:  KYSKWYJBCHWKSD-VMBXUYBNSA-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: 575.77

Molecular Weight (Monoisotopic): 575.3029

AlogP: 5.43

#Rotatable Bonds: 13

Polar Surface Area: 129.66

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.34

CX Basic pKa: 6.55

CX LogP: 2.70

CX LogD: 2.57

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.18

Np Likeness Score: 2.11

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