Nodulisporic acid E methyl ester

ID: ALA499440

PubChem CID: 44584354

Max Phase: Preclinical

Molecular Formula: C38H53NO3

Molecular Weight: 571.85

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Nodulisporic Acid E Methyl Ester | CHEMBL499440|Nodulisporic acid E methyl ester

Canonical SMILES:  COC(=O)/C(C)=C/CC[C@@]1(C)[C@@H]2CC[C@H]3Cc4c([nH]c5cc(CC=C(C)C)c(CC=C(C)C)cc45)[C@@H]3[C@@]2(C)CC[C@@H]1O

Standard InChI:  InChI=1S/C38H53NO3/c1-23(2)11-13-26-20-29-30-21-28-15-16-32-37(6,18-9-10-25(5)36(41)42-8)33(40)17-19-38(32,7)34(28)35(30)39-31(29)22-27(26)14-12-24(3)4/h10-12,20,22,28,32-34,39-40H,9,13-19,21H2,1-8H3/b25-10+/t28-,32-,33-,34+,37-,38-/m0/s1

Standard InChI Key:  GVTNUENKWZJLQE-UEUAPDDSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA499440

   NODULISPORIC ACID E METHYL ESTER

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

Calculated Properties

Molecular Weight: 571.85

Molecular Weight (Monoisotopic): 571.4025

AlogP: 8.92

#Rotatable Bonds: 8

Polar Surface Area: 62.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 9.26

CX LogD: 9.26

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.19

Np Likeness Score: 2.22

References

1. Singh SB, Ondeyka JG, Jayasuriya H, Zink DL, Ha SN, Dahl-Roshak A, Greene J, Kim JA, Smith MM, Shoop W, Tkacz JS..  (2004)  Nodulisporic acids D-F: structure, biological activities, and biogenetic relationships.,  67  (9): [PMID:15387649] [10.1021/np0498455]

Source

Source(1):

• Scientific Literature