28-O-Nicotinoylbetulin

ID: ALA1076488

PubChem CID: 44606584

Max Phase: Preclinical

Molecular Formula: C36H53NO3

Molecular Weight: 547.82

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 28-O-Nicotinoylbetulin | 28-O-Nicotinoylbetulin|CHEMBL1076488

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(COC(=O)c3cccnc3)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C36H53NO3/c1-23(2)25-12-17-36(22-40-31(39)24-9-8-20-37-21-24)19-18-34(6)26(30(25)36)10-11-28-33(5)15-14-29(38)32(3,4)27(33)13-16-35(28,34)7/h8-9,20-21,25-30,38H,1,10-19,22H2,2-7H3/t25-,26+,27-,28+,29-,30+,33-,34+,35+,36+/m0/s1

Standard InChI Key:  GULOXBUIXZIYCT-WHONGPPWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1076488

   28-O-Nicotinoylbetulin

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: 547.82

Molecular Weight (Monoisotopic): 547.4025

AlogP: 8.26

#Rotatable Bonds: 4

Polar Surface Area: 59.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.24

CX LogP: 7.44

CX LogD: 7.44

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.30

Np Likeness Score: 2.40

References

1. Pohjala L, Alakurtti S, Ahola T, Yli-Kauhaluoma J, Tammela P..  (2009)  Betulin-derived compounds as inhibitors of alphavirus replication.,  72  (11): [PMID:19839605] [10.1021/np9003245]

Source

Source(1):

• Scientific Literature