11-alpha-hydroxycinnamosmolide

ID: ALA240943

Chembl Id: CHEMBL240943

PubChem CID: 16739250

Max Phase: Preclinical

Molecular Formula: C17H24O6

Molecular Weight: 324.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 11-Alpha-Hydroxycinnamosmolide | 11-alpha-hydroxycinnamosmolide|CHEMBL240943

Canonical SMILES:  CC(=O)O[C@@H]1C=C2C(=O)O[C@@H](O)[C@]2(O)[C@@]2(C)CCCC(C)(C)[C@H]12

Standard InChI:  InChI=1S/C17H24O6/c1-9(18)22-11-8-10-13(19)23-14(20)17(10,21)16(4)7-5-6-15(2,3)12(11)16/h8,11-12,14,20-21H,5-7H2,1-4H3/t11-,12+,14-,16+,17+/m1/s1

Standard InChI Key:  AXYROLCKVUMFEF-ZMNIPVBYSA-N

Alternative Forms

1. Parent:

   

   ALA240943

   11-alpha-Hydroxycinnamosmolide

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: 324.37

Molecular Weight (Monoisotopic): 324.1573

AlogP: 1.30

#Rotatable Bonds: 1

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 1.61

CX LogD: 1.61

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: 2.91

References

1. Madikane VE, Bhakta S, Russell AJ, Campbell WE, Claridge TD, Elisha BG, Davies SG, Smith P, Sim E..  (2007)  Inhibition of mycobacterial arylamine N-acetyltransferase contributes to anti-mycobacterial activity of Warburgia salutaris.,  15  (10): [PMID:17368035] [10.1016/j.bmc.2007.02.011]

Source

Source(1):

• Scientific Literature