6-{2-[(1E)-1-(5-Chloro-1H-pyrrol-2-yl)3-hydroxyprop-1-en-2-yl]-1,3-oxazol-4-yl}-4-methoxy-5-methyl-5,6-dihydro-2H-pyran-2-one

ID: ALA3109317

Chembl Id: CHEMBL3109317

PubChem CID: 136240107

Max Phase: Preclinical

Molecular Formula: C17H17ClN2O5

Molecular Weight: 364.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)O[C@H](c2coc(/C(=C/c3ccc(Cl)[nH]3)CO)n2)[C@@H]1C

Standard InChI:  InChI=1S/C17H17ClN2O5/c1-9-13(23-2)6-15(22)25-16(9)12-8-24-17(20-12)10(7-21)5-11-3-4-14(18)19-11/h3-6,8-9,16,19,21H,7H2,1-2H3/b10-5+/t9-,16+/m1/s1

Standard InChI Key:  ZFKNRTLKFAAYBN-OYXDOCPSSA-N

Alternative Forms

1. Parent:

   

   ALA3109317

   ---

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: 364.79

Molecular Weight (Monoisotopic): 364.0826

AlogP: 2.95

#Rotatable Bonds: 5

Polar Surface Area: 97.58

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.48

CX Basic pKa:

CX LogP: 1.53

CX LogD: 1.53

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: 2.06

References

1. Jansen R, Sood S, Huch V, Kunze B, Stadler M, Müller R..  (2014)  Pyrronazols, metabolites from the myxobacteria Nannocystis pusilla and N. exedens, are unusual chlorinated pyrone-oxazole-pyrroles.,  77  (2): [PMID:24460410] [10.1021/np400877r]

Source

Source(1):

• Scientific Literature