(2R,3aR,5R,6R,7E,9E,12R,16Z,17aR)-6-((2R,5S,6R)-5-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yloxy)-2-(4-fluorobenzyloxy)-17-methoxy-5,12-dimethyl-3a,4,5,6,11,12,15,17a-octahydro-2H-furo[2,3-f][1]oxacyclohexadecin-14(3H)-one

ID: ALA4517883

Chembl Id: CHEMBL4517883

PubChem CID: 155541171

Max Phase: Preclinical

Molecular Formula: C35H50FNO7

Molecular Weight: 615.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO/C1=C\CC(=O)O[C@H](C)C/C=C/C=C/[C@H](O[C@H]2CC[C@H](N(C)C)[C@@H](C)O2)[C@H](C)C[C@@H]2C[C@H](OCc3ccc(F)cc3)O[C@@H]12

Standard InChI:  InChI=1S/C35H50FNO7/c1-23-20-27-21-34(40-22-26-12-14-28(36)15-13-26)44-35(27)31(39-6)17-18-32(38)41-24(2)10-8-7-9-11-30(23)43-33-19-16-29(37(4)5)25(3)42-33/h7-9,11-15,17,23-25,27,29-30,33-35H,10,16,18-22H2,1-6H3/b8-7+,11-9+,31-17-/t23-,24-,25-,27-,29+,30+,33+,34-,35-/m1/s1

Standard InChI Key:  JJCBVKKWFMOJAZ-IEKJEXQXSA-N

Alternative Forms

1. Parent:

   

   ALA4517883

   ---

Molecule Features

Natural Product: No

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: 615.78

Molecular Weight (Monoisotopic): 615.3571

AlogP: 6.31

#Rotatable Bonds: 7

Polar Surface Area: 75.69

Molecular Species: BASE

HBA: 8

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 9.26

CX LogP: 5.76

CX LogD: 3.90

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.33

Np Likeness Score: 1.26

References

1. Klich K, Pyta K, Kubicka MM, Ruszkowski P, Celewicz L, Gajecka M, Przybylski P..  (2016)  Synthesis, Antibacterial, and Anticancer Evaluation of Novel Spiramycin-Like Conjugates Containing C(5) Triazole Arm.,  59  (17): [PMID:27501415] [10.1021/acs.jmedchem.6b00764]

Source

Source(1):

• Scientific Literature