3,28-Di-O-acetyl-30-azidobetulin

ID: ALA4163640

Chembl Id: CHEMBL4163640

PubChem CID: 72734941

Max Phase: Preclinical

Molecular Formula: C34H53N3O4

Molecular Weight: 567.82

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C34H53N3O4/c1-21(19-36-37-35)24-11-16-34(20-40-22(2)38)18-17-32(7)25(29(24)34)9-10-27-31(6)14-13-28(41-23(3)39)30(4,5)26(31)12-15-33(27,32)8/h24-29H,1,9-20H2,2-8H3/t24-,25+,26-,27+,28-,29+,31-,32+,33+,34+/m0/s1

Standard InChI Key:  JJXPJNGFYYAVKO-MQXQNARFSA-N

Alternative Forms

1. Parent:

   

   ALA4163640

   [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-9-acetyloxy-1-(3-azidoprop-1-en-2-yl)-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[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: 567.82

Molecular Weight (Monoisotopic): 567.4036

AlogP: 8.43

#Rotatable Bonds: 6

Polar Surface Area: 101.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.59

CX LogD: 6.48

Aromatic Rings: 0

Heavy Atoms: 41

QED Weighted: 0.11

Np Likeness Score: 2.76

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