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

ID: ALA4776034

PubChem CID: 162642824

Max Phase: Preclinical

Molecular Formula: C33H57NO4

Molecular Weight: 531.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCNC(=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/C33H57NO4/c1-5-6-7-8-9-10-21-34-31(37)38-25-17-19-32(3)24(22-25)12-13-26-28-15-14-27(23(2)11-16-30(35)36)33(28,4)20-18-29(26)32/h23-29H,5-22H2,1-4H3,(H,34,37)(H,35,36)/t23-,24-,25-,26+,27-,28+,29+,32+,33-/m1/s1

Standard InChI Key:  MXDBOBBWKMUIMU-WCLVQGQUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4776034

   ---

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: 531.82

Molecular Weight (Monoisotopic): 531.4288

AlogP: 8.60

#Rotatable Bonds: 12

Polar Surface Area: 75.63

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.79

CX Basic pKa: ┄

CX LogP: 8.46

CX LogD: 5.89

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.25

Np Likeness Score: 1.51

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