30-N-(Boc-Dap)-3,28-di-O-acetoxybetulin

ID: ALA4166901

Chembl Id: CHEMBL4166901

PubChem CID: 145953594

Max Phase: Preclinical

Molecular Formula: C48H78N2O8

Molecular Weight: 811.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(CNC(=O)[C@H](C)[C@@H](OC)[C@@H]1CCCN1C(=O)OC(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@H](OC(C)=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C48H78N2O8/c1-29(27-49-41(53)30(2)40(55-13)35-15-14-26-50(35)42(54)58-43(5,6)7)33-18-23-48(28-56-31(3)51)25-24-46(11)34(39(33)48)16-17-37-45(10)21-20-38(57-32(4)52)44(8,9)36(45)19-22-47(37,46)12/h30,33-40H,1,14-28H2,2-13H3,(H,49,53)/t30-,33+,34-,35+,36+,37-,38+,39-,40-,45+,46-,47-,48-/m1/s1

Standard InChI Key:  TYGKRPISDCAUIP-CEZSDPGBSA-N

Alternative Forms

1. Parent:

   

   ALA4166901

   ---

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: 811.16

Molecular Weight (Monoisotopic): 810.5758

AlogP: 9.29

#Rotatable Bonds: 10

Polar Surface Area: 120.47

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 7.53

CX LogD: 7.53

Aromatic Rings: 0

Heavy Atoms: 58

QED Weighted: 0.13

Np Likeness Score: 2.04

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