ID: ALA506304

Max Phase: Preclinical

Molecular Formula: C43H56NNaO6

Molecular Weight: 683.93

Molecule Type: Small molecule

Representations

Synonyms (1): Nodulisporic Acid C1
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(C)=CCc1c2c(cc3c4c([nH]c13)[C@@]1(C)[C@@H](CC[C@@H]3[C@]1(C)CC[C@]1(O)O[C@H](/C=C(\C)C(=O)[O-])C[C@@]31C)C4)C1=CC(C)(C)OC(C)(C)[C@H]1[C@@H]2O.[Na+]

Standard InChI:  InChI=1S/C43H57NO6.Na/c1-22(2)11-13-26-32-27(30-21-38(4,5)50-39(6,7)33(30)35(32)45)19-28-29-18-24-12-14-31-40(8,42(24,10)36(29)44-34(26)28)15-16-43(48)41(31,9)20-25(49-43)17-23(3)37(46)47;/h11,17,19,21,24-25,31,33,35,44-45,48H,12-16,18,20H2,1-10H3,(H,46,47);/q;+1/p-1/b23-17+;/t24-,25+,31+,33+,35+,40-,41-,42+,43-;/m0./s1

Standard InChI Key:  UMNWUNUUHHQQKU-SKVHFMDOSA-M

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: 683.93

Molecular Weight (Monoisotopic): 683.4186

AlogP: 8.47

#Rotatable Bonds: 4

Polar Surface Area: 112.01

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.36

CX Basic pKa:

CX LogP: 7.53

CX LogD: 4.61

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.19

Np Likeness Score: 3.12

References

1. Ondeyka JG, Byrne K, Vesey D, Zink DL, Shoop WL, Goetz MA, Singh SB..  (2003)  Nodulisporic acids C, C1, and C2: a series of D-ring-opened nodulisporic acids from the fungus Nodulisporium sp.,  66  (1): [PMID:12542359] [10.1021/np020339u]

Source

Source(1):

• Scientific Literature