ID: ALA1076486

Max Phase: Preclinical

Molecular Formula: C42H64O4

Molecular Weight: 632.97

Molecule Type: Small molecule

Representations

Synonyms (1): Betulinyl 28-Carboxymethoxycarvacrolate
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(COC(=O)COc3cc(C(C)C)ccc3C)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/C42H64O4/c1-26(2)29-12-11-28(5)32(23-29)45-24-36(44)46-25-42-20-15-30(27(3)4)37(42)31-13-14-34-39(8)18-17-35(43)38(6,7)33(39)16-19-41(34,10)40(31,9)21-22-42/h11-12,23,26,30-31,33-35,37,43H,3,13-22,24-25H2,1-2,4-10H3/t30-,31+,33-,34+,35-,37+,39-,40+,41+,42+/m0/s1

Standard InChI Key:  NLKTXLWBDUQNOJ-OBUBBOKUSA-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: 632.97

Molecular Weight (Monoisotopic): 632.4805

AlogP: 10.06

#Rotatable Bonds: 7

Polar Surface Area: 55.76

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:

CX LogP: 9.88

CX LogD: 9.88

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.24

Np Likeness Score: 1.98

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. Šilhár P, Alakurtti S, Čapková K, Xiaochuan F, Shoemaker CB, Yli-Kauhaluoma J, Janda KD..  (2011)  Synthesis and evaluation of library of betulin derivatives against the botulinum neurotoxin A protease.,  21  (8): [PMID:21421315] [10.1016/j.bmcl.2011.02.115]

Source

Source(1):

• Scientific Literature