methyl 7-((1R,2S,3R,5R)-5-chloro-3-hydroxy-2-(3-(hydroxy(1-propylcyclobutyl)methyl)phenyl)cyclopentyl)hept-5-enoate

ID: ALA3984757

PubChem CID: 11955213

Max Phase: Preclinical

Molecular Formula: C27H39ClO4

Molecular Weight: 463.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC1(C(O)c2cccc([C@@H]3[C@@H](C/C=C\CCCC(=O)OC)[C@H](Cl)C[C@H]3O)c2)CCC1

Standard InChI:  InChI=1S/C27H39ClO4/c1-3-14-27(15-9-16-27)26(31)20-11-8-10-19(17-20)25-21(22(28)18-23(25)29)12-6-4-5-7-13-24(30)32-2/h4,6,8,10-11,17,21-23,25-26,29,31H,3,5,7,9,12-16,18H2,1-2H3/b6-4-/t21-,22+,23+,25+,26?/m0/s1

Standard InChI Key:  AMSYNEAWRKZFHZ-UPBVYHFLSA-N

Molfile:  

     RDKit          2D

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   26.1273   -9.2407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5628  -10.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9048   -8.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2240  -14.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3984757

   methyl (Z)-7-[(1R,2S,3R,5R)-5-chloro-3-hydroxy-2-[3-[hydroxy-(1-propylcyclobutyl)methyl]phenyl]cyclopentyl]hept-5-enoate

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: 463.06

Molecular Weight (Monoisotopic): 462.2537

AlogP: 6.05

#Rotatable Bonds: 11

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.95

CX Basic pKa: ┄

CX LogP: 5.51

CX LogD: 5.51

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.18

Np Likeness Score: 1.44

References

1.  (2010)  Therapeutic compounds, 

Source

Source(1):

• Patent Bioactivity Data