2alpha,3beta,23-Trihydroxy-N-(phenylmethyl)-urs-12-en-28-amide

ID: ALA4291236

PubChem CID: 145988917

Max Phase: Preclinical

Molecular Formula: C37H55NO4

Molecular Weight: 577.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@H](C)CC[C@]2(C(=O)NCc3ccccc3)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@H]12

Standard InChI:  InChI=1S/C37H55NO4/c1-23-14-17-37(32(42)38-21-25-10-8-7-9-11-25)19-18-35(5)26(30(37)24(23)2)12-13-29-33(3)20-27(40)31(41)34(4,22-39)28(33)15-16-36(29,35)6/h7-12,23-24,27-31,39-41H,13-22H2,1-6H3,(H,38,42)/t23-,24+,27-,28-,29-,30+,31+,33+,34+,35-,36-,37+/m1/s1

Standard InChI Key:  VJRRYSXHNNFXDZ-ZDCBVIPJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4291236

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 577.85

Molecular Weight (Monoisotopic): 577.4131

AlogP: 6.26

#Rotatable Bonds: 4

Polar Surface Area: 89.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.55

CX Basic pKa: 0.67

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.32

Np Likeness Score: 2.25

References

1. Kahnt M, Wiemann J, Fischer L, Sommerwerk S, Csuk R..  (2018)  Transformation of asiatic acid into a mitocanic, bimodal-acting rhodamine B conjugate of nanomolar cytotoxicity.,  159  [PMID:30278332] [10.1016/j.ejmech.2018.09.066]

Source

Source(1):

• Scientific Literature