(R)-4-(benzyloxy)-4-oxo-2-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)butanoic acid

ID: ALA5282058

Max Phase: Preclinical

Molecular Formula: C35H51NO8

Molecular Weight: 613.79

Names and Identifiers

Canonical SMILES:  C[C@H](CCC(=O)N[C@H](CC(=O)OCc1ccccc1)C(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

Standard InChI:  InChI=1S/C35H51NO8/c1-20(9-12-30(40)36-27(33(42)43)18-31(41)44-19-21-7-5-4-6-8-21)24-10-11-25-32-26(17-29(39)35(24,25)3)34(2)14-13-23(37)15-22(34)16-28(32)38/h4-8,20,22-29,32,37-39H,9-19H2,1-3H3,(H,36,40)(H,42,43)/t20-,22+,23-,24-,25+,26+,27-,28-,29+,32+,34+,35-/m1/s1

Standard InChI Key:  VBOOPZZNLVSFIF-USAQDYOXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5282058

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 613.79

Molecular Weight (Monoisotopic): 613.3615

AlogP: 4.07

#Rotatable Bonds: 10

Polar Surface Area: 153.39

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.68

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: -0.14

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.25

Np Likeness Score: 1.72

References

1. Singla P, Salunke DB..  (2020)  Recent advances in steroid amino acid conjugates: Old scaffolds with new dimensions.,  187  [PMID:31830636] [10.1016/j.ejmech.2019.111909]

Source

Source(1):

• Scientific Literature