(-+)-1-{3-Dodecanoyl-2,4,6-trihydroxy-5-[(2S,4R)-7-hydroxy-2-(4-hydroxy-phenyl)-chroman-4-yl]-phenyl}-dodecan-1-one

ID: ALA444757

Chembl Id: CHEMBL444757

PubChem CID: 44588825

Max Phase: Preclinical

Molecular Formula: C45H62O8

Molecular Weight: 730.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCC(=O)c1c(O)c(C(=O)CCCCCCCCCCC)c(O)c([C@@H]2C[C@@H](c3ccc(O)cc3)Oc3cc(O)ccc32)c1O

Standard InChI:  InChI=1S/C45H62O8/c1-3-5-7-9-11-13-15-17-19-21-36(48)41-43(50)40(44(51)42(45(41)52)37(49)22-20-18-16-14-12-10-8-6-4-2)35-30-38(31-23-25-32(46)26-24-31)53-39-29-33(47)27-28-34(35)39/h23-29,35,38,46-47,50-52H,3-22,30H2,1-2H3/t35-,38+/m1/s1

Standard InChI Key:  CEJAYJCUSZHYDS-UXMGRTHOSA-N

Alternative Forms

1. Parent:

   

   ALA444757

   1-[3-dodecanoyl-2,4,6-trihydroxy-5-[(2S,4R)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]phenyl]dodecan-1-one

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: 730.98

Molecular Weight (Monoisotopic): 730.4445

AlogP: 12.08

#Rotatable Bonds: 24

Polar Surface Area: 144.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.66

CX Basic pKa: ┄

CX LogP: 15.11

CX LogD: 14.90

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.05

Np Likeness Score: 0.85

References

1. Oslund RC, Cermak N, Verlinde CL, Gelb MH..  (2008)  Simplified YM-26734 inhibitors of secreted phospholipase A2 group IIA.,  18  (20): [PMID:18818074] [10.1016/j.bmcl.2008.09.041]

Source

Source(1):

• Scientific Literature