(R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-(butylcarbamoyloxy)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

ID: ALA4763613

PubChem CID: 162661544

Max Phase: Preclinical

Molecular Formula: C29H49NO4

Molecular Weight: 475.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCNC(=O)O[C@@H]1CC[C@@]2(C)[C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)CCC(=O)O)CC[C@@H]32)C1

Standard InChI:  InChI=1S/C29H49NO4/c1-5-6-17-30-27(33)34-21-13-15-28(3)20(18-21)8-9-22-24-11-10-23(19(2)7-12-26(31)32)29(24,4)16-14-25(22)28/h19-25H,5-18H2,1-4H3,(H,30,33)(H,31,32)/t19-,20-,21-,22+,23-,24+,25+,28+,29-/m1/s1

Standard InChI Key:  MCISCPBMOQIERU-JSJOAQFKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4763613

   ---

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: 475.71

Molecular Weight (Monoisotopic): 475.3662

AlogP: 7.04

#Rotatable Bonds: 8

Polar Surface Area: 75.63

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.79

CX Basic pKa: ┄

CX LogP: 6.68

CX LogD: 4.12

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: 1.60

References

1. Incerti M,Russo S,Corrado M,Giorgio C,Ballabeni V,Chiodelli P,Rusnati M,Scalvini L,Callegari D,Castelli R,Vacondio F,Ferlenghi F,Tognolini M,Lodola A.  (2020)  Optimization of EphA2 antagonists based on a lithocholic acid core led to the identification of UniPR505, a new 3α-carbamoyloxy derivative with antiangiogenetic properties.,  189  [PMID:32000051] [10.1016/j.ejmech.2020.112083]

Source

Source(1):

• Scientific Literature