Nodulisporic acid D methyl ester

ID: ALA499792

PubChem CID: 11250365

Max Phase: Preclinical

Molecular Formula: C39H51NO4

Molecular Weight: 597.84

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Nodulisporic Acid D Methyl Ester | CHEMBL499792|Nodulisporic acid D methyl ester

Canonical SMILES:  COC(=O)/C(C)=C/C=C/[C@]1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@H]1Cc3c([nH]c4cc5c(cc34)C3=CC(C)(C)OC(C)(C)[C@H]3C5)[C@@]12C

Standard InChI:  InChI=1S/C39H51NO4/c1-22(34(42)43-9)11-10-15-37(6)31-13-12-24-19-27-26-20-25-23(17-29-28(25)21-35(2,3)44-36(29,4)5)18-30(26)40-33(27)39(24,8)38(31,7)16-14-32(37)41/h10-11,15,18,20-21,24,29,31-32,40-41H,12-14,16-17,19H2,1-9H3/b15-10+,22-11+/t24-,29-,31-,32-,37-,38-,39+/m0/s1

Standard InChI Key:  JFFZDCRSQOCGRE-TWNRCIKESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA499792

   NODULISPORIC ACID D 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: 597.84

Molecular Weight (Monoisotopic): 597.3818

AlogP: 7.99

#Rotatable Bonds: 3

Polar Surface Area: 71.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.50

CX LogD: 7.50

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.21

Np Likeness Score: 2.90

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