3-Oxime-28-O-acetylbetulin

ID: ALA4174970

Chembl Id: CHEMBL4174970

PubChem CID: 25570398

Max Phase: Preclinical

Molecular Formula: C32H51NO3

Molecular Weight: 497.76

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C32H51NO3/c1-20(2)22-11-16-32(19-36-21(3)34)18-17-30(7)23(27(22)32)9-10-25-29(6)14-13-26(33-35)28(4,5)24(29)12-15-31(25,30)8/h22-25,27,35H,1,9-19H2,2-8H3/b33-26-/t22-,23+,24-,25+,27+,29-,30+,31+,32+/m0/s1

Standard InChI Key:  XYULXMLIRWBOTK-OQIHSZLFSA-N

Alternative Forms

1. Parent:

   

   ALA4174970

   [(1R,3aS,5aR,5bR,7aR,9Z,11aR,11bR,13aR,13bR)-9-hydroxyimino-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-3a-yl]methyl acetate

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: 497.76

Molecular Weight (Monoisotopic): 497.3869

AlogP: 8.04

#Rotatable Bonds: 3

Polar Surface Area: 58.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.58

CX Basic pKa: 2.49

CX LogP: 7.18

CX LogD: 7.18

Aromatic Rings: 0

Heavy Atoms: 36

QED Weighted: 0.19

Np Likeness Score: 2.88

References

1. Pettit GR, Melody N, Chapuis JC..  (2018)  Antineoplastic Agents. 606. The Betulastatins.,  81  (3): [PMID:29303263] [10.1021/acs.jnatprod.7b00536]

Source

Source(1):

• Scientific Literature