L-Aspartyl amide of betulonic acid

ID: ALA1076456

PubChem CID: 44606237

Max Phase: Preclinical

Molecular Formula: C36H55NO6

Molecular Weight: 597.84

Molecule Type: Small molecule

Names and Identifiers

Synonyms: L-Aspartyl Amide Of Betulonic Acid | CHEMBL1076456|L-Aspartyl amide of betulonic acid

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

Standard InChI:  InChI=1S/C36H55NO6/c1-21(2)22-12-17-36(31(41)37-24(30(40)43-9)20-28(39)42-8)19-18-34(6)23(29(22)36)10-11-26-33(5)15-14-27(38)32(3,4)25(33)13-16-35(26,34)7/h22-26,29H,1,10-20H2,2-9H3,(H,37,41)/t22-,23+,24-,25-,26+,29+,33-,34+,35+,36-/m0/s1

Standard InChI Key:  CNKAIOOJMTUXNC-OEPSMHLBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1076456

   L-Aspartyl amide of betulonic acid

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: 597.84

Molecular Weight (Monoisotopic): 597.4029

AlogP: 6.43

#Rotatable Bonds: 6

Polar Surface Area: 98.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.46

CX Basic pKa: 0.50

CX LogP: 6.32

CX LogD: 6.32

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.28

Np Likeness Score: 2.28

References

1. Pohjala L, Alakurtti S, Ahola T, Yli-Kauhaluoma J, Tammela P..  (2009)  Betulin-derived compounds as inhibitors of alphavirus replication.,  72  (11): [PMID:19839605] [10.1021/np9003245]

Source

Source(1):

• Scientific Literature