28-deoxyzoanthenamide

ID: ALA4061914

PubChem CID: 137636404

Max Phase: Preclinical

Molecular Formula: C30H39NO5

Molecular Weight: 493.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)[C@@H]2[C@@H](C1)[C@]1(C)C=C3N4C[C@H]5C[C@H](C)C[C@]4(CC[C@@]3(C)[C@]3(COC(=O)C3)[C@H]1C(=O)[C@@H]2C)O5

Standard InChI:  InChI=1S/C30H39NO5/c1-16-9-20-24(21(32)10-16)18(3)25(34)26-27(20,4)12-22-28(5,29(26)13-23(33)35-15-29)6-7-30-11-17(2)8-19(36-30)14-31(22)30/h10,12,17-20,24,26H,6-9,11,13-15H2,1-5H3/t17-,18+,19+,20+,24-,26-,27-,28+,29+,30-/m0/s1

Standard InChI Key:  BFNUJRMWSIMCCC-WLHSUERSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4061914

   ---

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

Calculated Properties

Molecular Weight: 493.64

Molecular Weight (Monoisotopic): 493.2828

AlogP: 4.44

#Rotatable Bonds: ┄

Polar Surface Area: 72.91

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.14

CX LogP: 3.78

CX LogD: 3.59

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.46

Np Likeness Score: 2.02

References

1. Hsu YM, Chang FR, Lo IW, Lai KH, El-Shazly M, Wu TY, Du YC, Hwang TL, Cheng YB, Wu YC..  (2016)  Zoanthamine-Type Alkaloids from the Zoanthid Zoanthus kuroshio Collected in Taiwan and Their Effects on Inflammation.,  79  (10): [PMID:27759384] [10.1021/acs.jnatprod.6b00625]

2. Chen SR, Wang SW, Chang FR, Cheng YB..  (2019)  Anti-Lymphangiogenic Alkaloids from the Zoanthid Zoanthus vietnamensis Collected in Taiwan.,  82  (10): [PMID:31584818] [10.1021/acs.jnatprod.9b00451]

Source

Source(1):

• Scientific Literature