ID: ALA1086993

Max Phase: Preclinical

Molecular Formula: C32H51BrO3

Molecular Weight: 563.66

Molecule Type: Small molecule

Representations

Synonyms (1): 28-O-Bromoacetylbetulin
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(COC(=O)CBr)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/C32H51BrO3/c1-20(2)21-10-15-32(19-36-26(35)18-33)17-16-30(6)22(27(21)32)8-9-24-29(5)13-12-25(34)28(3,4)23(29)11-14-31(24,30)7/h21-25,27,34H,1,8-19H2,2-7H3/t21-,22+,23-,24+,25-,27+,29-,30+,31+,32+/m0/s1

Standard InChI Key:  CTFFJIXPQYHVER-NHQBIICYSA-N

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

Properties

Molecular Weight: 563.66

Molecular Weight (Monoisotopic): 562.3022

AlogP: 7.94

#Rotatable Bonds: 4

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 7.33

CX LogD: 7.33

Aromatic Rings: 0

Heavy Atoms: 36

QED Weighted: 0.21

Np Likeness Score: 2.96

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]

2. Tsepaeva OV, Nemtarev AV, Abdullin TI, Grigor'eva LR, Kuznetsova EV, Akhmadishina RA, Ziganshina LE, Cong HH, Mironov VF..  (2017)  Design, Synthesis, and Cancer Cell Growth Inhibitory Activity of Triphenylphosphonium Derivatives of the Triterpenoid Betulin.,  80  (8): [PMID:28782948] [10.1021/acs.jnatprod.7b00105]

Source

Source(1):

• Scientific Literature