30-N-(Boc-Dap)-betulin

ID: ALA4171927

Chembl Id: CHEMBL4171927

PubChem CID: 145951573

Max Phase: Preclinical

Molecular Formula: C44H74N2O6

Molecular Weight: 727.08

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(CO)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/C44H74N2O6/c1-27(25-45-37(49)28(2)36(51-11)31-13-12-24-46(31)38(50)52-39(3,4)5)29-16-21-44(26-47)23-22-42(9)30(35(29)44)14-15-33-41(8)19-18-34(48)40(6,7)32(41)17-20-43(33,42)10/h28-36,47-48H,1,12-26H2,2-11H3,(H,45,49)/t28-,29+,30-,31+,32+,33-,34+,35-,36-,41+,42-,43-,44-/m1/s1

Standard InChI Key:  OJADVDUUIRVRIC-OCXGXOLESA-N

Alternative Forms

1. Parent:

   

   ALA4171927

   ---

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: 727.08

Molecular Weight (Monoisotopic): 726.5547

AlogP: 8.14

#Rotatable Bonds: 8

Polar Surface Area: 108.33

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.65

CX LogD: 6.65

Aromatic Rings: 0

Heavy Atoms: 52

QED Weighted: 0.22

Np Likeness Score: 2.07

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