5(R)-acetylamino-4(S)-[(3beta-hydroxyolean-12-en-28-oyl)amino]-6(R)-((1S,2R)-1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

ID: ALA4287269

Chembl Id: CHEMBL4287269

PubChem CID: 145991823

Max Phase: Preclinical

Molecular Formula: C48H72N2O12

Molecular Weight: 869.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C[C@H](NC(=O)[C@]23CCC(C)(C)C[C@H]2C2=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]2(C)CC3)[C@@H](NC(C)=O)[C@H]([C@H](OC(C)=O)[C@@H](COC(C)=O)OC(C)=O)O1

Standard InChI:  InChI=1S/C48H72N2O12/c1-26(51)49-38-32(23-33(41(56)58-12)62-40(38)39(61-29(4)54)34(60-28(3)53)25-59-27(2)52)50-42(57)48-21-19-43(5,6)24-31(48)30-13-14-36-45(9)17-16-37(55)44(7,8)35(45)15-18-47(36,11)46(30,10)20-22-48/h13,23,31-32,34-40,55H,14-22,24-25H2,1-12H3,(H,49,51)(H,50,57)/t31-,32-,34+,35-,36+,37-,38+,39+,40+,45-,46+,47+,48-/m0/s1

Standard InChI Key:  PNYBMKRBJYLJLC-WWRABVJASA-N

Alternative Forms

1. Parent:

   

   ALA4287269

   ---

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: 869.11

Molecular Weight (Monoisotopic): 868.5085

AlogP: 6.02

#Rotatable Bonds: 10

Polar Surface Area: 192.86

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.19

CX Basic pKa: 1.35

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 0

Heavy Atoms: 62

QED Weighted: 0.13

Np Likeness Score: 2.06

References

1. Shi Y, Si L, Han X, Fan Z, Wang S, Li M, Sun J, Zhang Y, Zhou D, Xiao S..  (2017)  Synthesis of novel pentacyclic triterpene-Neu5Ac2en derivatives and investigation of their in vitro anti-influenza entry activity.,  8  (7): [PMID:30108865] [10.1039/C7MD00245A]

Source

Source(1):

• Scientific Literature