(1S,2R,3R,4S)-5-((2S)-2-hydroxy-3-(10-methylhexadecyloxy)propoxy)cyclopentane-1,2,3,4-tetraol

ID: ALA491880

Chembl Id: CHEMBL491880

Cas Number: 147103-04-6

PubChem CID: 10412035

Max Phase: Preclinical

Molecular Formula: C25H50O7

Molecular Weight: 462.67

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Sacrotride A | Sacrotride A|CHEBI:69138|CHEMBL491880|DTXSID501118225|(1S,2R,3R,4S)-5-[(2S)-2-hydroxy-3-(10-methylhexadecoxy)propoxy]cyclopentane-1,2,3,4-tetrol|147103-04-6|Q27137477|(1S,2R,3R,4S)-5-[(2S)-2-Hydroxy-3-[(10-methylhexadecyl)oxy]propoxy]-1,2,3,4-cyclopentanetetrol

Canonical SMILES:  CCCCCCC(C)CCCCCCCCCOC[C@H](O)COC1[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C25H50O7/c1-3-4-5-11-14-19(2)15-12-9-7-6-8-10-13-16-31-17-20(26)18-32-25-23(29)21(27)22(28)24(25)30/h19-30H,3-18H2,1-2H3/t19?,20-,21+,22+,23-,24-/m0/s1

Standard InChI Key:  PBKNPWUTVIEHAJ-PUZAKDQTSA-N

Alternative Forms

1. Parent:

   

   ALA491880

   SACROTRIDE A

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: 462.67

Molecular Weight (Monoisotopic): 462.3557

AlogP: 2.93

#Rotatable Bonds: 20

Polar Surface Area: 119.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.43

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.18

Np Likeness Score: 0.83

References

1. Kim DK, Lim YJ, Kim JS, Park JH, Kim ND, Im KS, Hong J, Jung JH..  (1999)  A cyclitol derivative as a replication inhibitor from the marine sponge Petrosia sp.,  62  (5): [PMID:10346968] [10.1021/np9804785]

2. Johnson TA, Sohn J, Inman WD, Estee SA, Loveridge ST, Vervoort HC, Tenney K, Liu J, Ang KK, Ratnam J, Bray WM, Gassner NC, Shen YY, Lokey RS, McKerrow JH, Boundy-Mills K, Nukanto A, Kanti A, Julistiono H, Kardono LB, Bjeldanes LF, Crews P..  (2011)  Natural product libraries to accelerate the high-throughput discovery of therapeutic leads.,  74  (12): [PMID:22129061] [10.1021/np200673b]

Source

Source(1):

• Scientific Literature