3-beta-Amino-N-(Boc-Dap)-28-O-acetylbetulin

ID: ALA4170495

Chembl Id: CHEMBL4170495

PubChem CID: 145955385

Max Phase: Preclinical

Molecular Formula: C46H76N2O6

Molecular Weight: 753.12

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@H](NC(=O)[C@H](C)[C@@H](OC)[C@@H]6CCCN6C(=O)OC(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C46H76N2O6/c1-28(2)31-18-23-46(27-53-30(4)49)25-24-44(11)32(37(31)46)16-17-35-43(10)21-20-36(42(8,9)34(43)19-22-45(35,44)12)47-39(50)29(3)38(52-13)33-15-14-26-48(33)40(51)54-41(5,6)7/h29,31-38H,1,14-27H2,2-13H3,(H,47,50)/t29-,31+,32-,33+,34+,35-,36+,37-,38-,43+,44-,45-,46-/m1/s1

Standard InChI Key:  ZLNYJDYGAISRJY-HRSXMORESA-N

Alternative Forms

1. Parent:

   

   ALA4170495

   ---

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: 753.12

Molecular Weight (Monoisotopic): 752.5703

AlogP: 9.74

#Rotatable Bonds: 8

Polar Surface Area: 94.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 0.12

CX LogP: 8.37

CX LogD: 8.37

Aromatic Rings: 0

Heavy Atoms: 54

QED Weighted: 0.20

Np Likeness Score: 2.05

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