Nimbolinin A

ID: ALA4764432

PubChem CID: 10580081

Max Phase: Preclinical

Molecular Formula: C37H44O10

Molecular Weight: 648.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C[C@@H](OC(C)=O)[C@@]2(C)CO[C@H]3[C@@H](OC(=O)c4ccccc4)[C@@]4(C)C5=C(C)[C@H](c6ccoc6)C[C@@H]5O[C@@H](O)C[C@@H]4[C@]1(C)[C@@H]32

Standard InChI:  InChI=1S/C37H44O10/c1-19-24(23-12-13-42-17-23)14-25-30(19)37(6)26(15-29(40)46-25)36(5)28(45-21(3)39)16-27(44-20(2)38)35(4)18-43-31(32(35)36)33(37)47-34(41)22-10-8-7-9-11-22/h7-13,17,24-29,31-33,40H,14-16,18H2,1-6H3/t24-,25+,26-,27-,28+,29-,31-,32+,33-,35-,36+,37-/m1/s1

Standard InChI Key:  OKUVUCGZOWQVGJ-ONHQIENLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4764432

   [(1R,2R,4R,6S,8R,11R,12S,13R,16R,17R,19S,20R)-17,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-yl] benzoate

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 648.75

Molecular Weight (Monoisotopic): 648.2934

AlogP: 5.35

#Rotatable Bonds: 5

Polar Surface Area: 130.73

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.45

CX Basic pKa: ┄

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.26

Np Likeness Score: 2.76

References

1. Song M,Zhang J,Chan G,Hou Y,Chen XP,Zhang XQ,Ye WC,Zhang QW.  (2020)  Bioactive Limonoids and Triterpenoids from the Fruits of Melia azedarach.,  83  (12): [PMID:33253570] [10.1021/acs.jnatprod.9b01151]

Source

Source(1):

• Scientific Literature