((3S,8R)-3-hydroxyheptadeca-1,9-dien-4,6-diyn-8-yl)3-(4-hydroxy-3-methoxyphenyl)acrylate

ID: ALA4281639

Chembl Id: CHEMBL4281639

PubChem CID: 145982422

Max Phase: Preclinical

Molecular Formula: C27H32O5

Molecular Weight: 436.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C[C@H](O)C#CC#C[C@@H](/C=C\CCCCCCC)OC(=O)/C=C/c1ccc(O)c(OC)c1

Standard InChI:  InChI=1S/C27H32O5/c1-4-6-7-8-9-10-11-15-24(16-13-12-14-23(28)5-2)32-27(30)20-18-22-17-19-25(29)26(21-22)31-3/h5,11,15,17-21,23-24,28-29H,2,4,6-10H2,1,3H3/b15-11-,20-18+/t23-,24+/m0/s1

Standard InChI Key:  OECWBZDIEAHTKW-NHYXMWTMSA-N

Alternative Forms

1. Parent:

   

   ALA4281639

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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: 436.55

Molecular Weight (Monoisotopic): 436.2250

AlogP: 4.80

#Rotatable Bonds: 12

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.87

CX Basic pKa:

CX LogP: 6.95

CX LogD: 6.95

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.16

Np Likeness Score: 1.88

References

1. Rycek L, Ticli V, Pyszkowski J, Latkolik S, Liu X, Atanasov AG, Steinacher T, Bauer R, Schuster D, Dirsch VM, Schnürch M, Ernst M, Mihovilovic MD..  (2018)  Stereoselective Synthesis of the Isomers of Notoincisol A: Assigment of the Absolute Configuration of this Natural Product and Biological Evaluation.,  81  (11): [PMID:30362739] [10.1021/acs.jnatprod.8b00439]

Source

Source(1):

• Scientific Literature