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

ID: ALA4796089

PubChem CID: 162674012

Max Phase: Preclinical

Molecular Formula: C25H41NO4

Molecular Weight: 419.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](OC(N)=O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C25H41NO4/c1-15(4-9-22(27)28)19-7-8-20-18-6-5-16-14-17(30-23(26)29)10-12-24(16,2)21(18)11-13-25(19,20)3/h15-21H,4-14H2,1-3H3,(H2,26,29)(H,27,28)/t15-,16-,17+,18+,19-,20+,21+,24+,25-/m1/s1

Standard InChI Key:  LUMCBFHEUIRYEI-XHPWGDQZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4796089

   ---

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: 419.61

Molecular Weight (Monoisotopic): 419.3036

AlogP: 5.61

#Rotatable Bonds: 5

Polar Surface Area: 89.62

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.79

CX Basic pKa: ┄

CX LogP: 5.13

CX LogD: 2.57

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.61

Np Likeness Score: 2.13

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