11beta-chloro-11-deoxykuroshine A

ID: ALA4089849

PubChem CID: 137643987

Max Phase: Preclinical

Molecular Formula: C30H38ClNO6

Molecular Weight: 544.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)[C@@H]2[C@@H](C1)[C@]13CO[C@@]4([C@H]1Cl)N1C[C@H]5C[C@H](C)C[C@]1(CC[C@@]4(C)[C@]1(COC(=O)C1)[C@H]3C(=O)[C@@H]2C)O5

Standard InChI:  InChI=1S/C30H38ClNO6/c1-15-8-19-22(20(33)9-15)17(3)23(35)24-27(11-21(34)36-13-27)26(4)5-6-28-10-16(2)7-18(38-28)12-32(28)30(26)25(31)29(19,24)14-37-30/h9,16-19,22,24-25H,5-8,10-14H2,1-4H3/t16-,17+,18+,19+,22-,24+,25-,26-,27+,28-,29-,30+/m0/s1

Standard InChI Key:  HNJBFEASLWERCW-OENWLTEGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4089849

   ---

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: 544.09

Molecular Weight (Monoisotopic): 543.2388

AlogP: 3.87

#Rotatable Bonds: ┄

Polar Surface Area: 82.14

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.29

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.34

Np Likeness Score: 2.23

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]

Source

Source(1):

• Scientific Literature