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

ID: ALA4791118

PubChem CID: 162670799

Max Phase: Preclinical

Molecular Formula: C27H45NO4

Molecular Weight: 447.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNC(=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/C27H45NO4/c1-5-28-25(31)32-19-12-14-26(3)18(16-19)7-8-20-22-10-9-21(17(2)6-11-24(29)30)27(22,4)15-13-23(20)26/h17-23H,5-16H2,1-4H3,(H,28,31)(H,29,30)/t17-,18-,19-,20+,21-,22+,23+,26+,27-/m1/s1

Standard InChI Key:  SRZNZUGMTKPDOO-RMXYKXGFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4791118

   ---

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: 447.66

Molecular Weight (Monoisotopic): 447.3349

AlogP: 6.26

#Rotatable Bonds: 6

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: 5.71

CX LogD: 3.15

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: 1.73

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