ID: ALA448174

Max Phase: Preclinical

Molecular Formula: C43H56NNaO5

Molecular Weight: 667.93

Molecule Type: Small molecule

Representations

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

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

Standard InChI:  InChI=1S/C43H57NO5.Na/c1-23(2)13-15-26-33-27(30-22-39(4,5)49-40(6,7)34(30)36(33)46)21-28-29-20-25-14-16-31-41(8,18-11-12-24(3)38(47)48)32(45)17-19-42(31,9)43(25,10)37(29)44-35(26)28;/h11-13,18,21-22,25,31-32,34,36,44-46H,14-17,19-20H2,1-10H3,(H,47,48);/q;+1/p-1/b18-11+,24-12+;/t25-,31-,32-,34+,36+,41-,42-,43+;/m0./s1

Standard InChI Key:  QQKHESJOXVWRFX-YZMPCWECSA-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: 667.93

Molecular Weight (Monoisotopic): 667.4237

AlogP: 8.91

#Rotatable Bonds: 5

Polar Surface Area: 102.78

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.49

CX Basic pKa:

CX LogP: 7.66

CX LogD: 4.85

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.14

Np Likeness Score: 3.10

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